反応 #3858235
関連文献 (1)
openreactiondata ↗doi:10.1039/C8SC04228D
反応条件: temp:0.00; pressure:0.00; stir:
ソース ID: ord-5be5d66046e04f1597865d009b086db0表示可能な構造データがありません
COC(=O)C1CCOC2=C1C=CC(=C2)O製品情報
methyl 7-hydroxy-3,4-dihydro-2H-chromene-4-carboxylate (CAS 1202890-57-0) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
想定用途
専門的研究・工業用途限定
データベース ID 67080454
安全上の注意
For professional research and industrial use only. Review the supplier safety data sheet before handling.
合成データ
12 反応 · 12 文献
反応条件: temp:0.00; pressure:0.00; stir:
ソース ID: ord-5be5d66046e04f1597865d009b086db0反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: Methyl 7-hydroxy-3,4-dihydro-2H-chromene-4-carboxylate (0.075 g, 0.360 mmol), N-(4-chlorophenethyl)-4-iodobenzamide (0.126 g, 0.327 mmol), 2,2,6,6-tetramethyl-3,5-heptanedione (0.00603 g, 0.0327 mmol), CuCl (0.0162 g, 0.164 mmol) and Cs2CO3 (0.213 g, 0.655 mmol) were stirred together in N-methylpyrrolidone (2 mL) at 120° C. for 3 hours. The reaction was cooled and loaded onto a silica gel samplet. The product was a eluted over using a gradient of 5% ethyl acetate/hexanes to 75% ethyl acetate/hexanes to provide the title compound (0.056 g, 37.8% yield). The reaction was cooled a eluted
ソース ID: ord-60861363142049319ec56c5cb19b3215反応条件: temp:130.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: To 7-methoxy-3,4-dihydro-2H-chromene-4-carboxylic acid (0.71 g, 3.41 mmol) was added HBr (0.276 g, 3.41 mmol) and the reaction was heated at 130° C. for 3 hours. The reaction was cooled and concentrated, and the residue was loaded onto a silica gel samplet. The product was eluted using a gradient of 0.5% MeOH/CH2Cl2 containing 0.5% acetic acid to 10% acetic acid/CH2Cl2 containing 0.5% acetic acid. The isolated product was dissolved in MeOH (5 mL) and concentrated sulfuric acid (1 mL) was added and the reaction heated at 75° C. After 2 hours, reaction was cooled, diluted with ethyl acetate (25 mL) and washed with water (25 mL) and brine (25 mL). The organic layer was dried over magnesium sulfate and concentrated. The residue was purified by silica gel chromatography, eluting with a gradient of 0.5% MeOH/CH2Cl2 to 10% MeOH/CH2Cl2, to provide the title compound (0.312 g, 43.9% yield). The reaction was cooled concentrated The product was eluted The isolated product was dissolved in MeOH (5 mL) concentrated sulfuric acid (1 mL) was added the reaction heated at 75° C reaction was cooled washed with water (25 mL) and brine (25 mL) The organic layer was dried over magnesium sulfate concentrated The residue was purified by silica gel chromatography eluting with a gradient of 0.5% MeOH/CH2Cl2 to 10% MeOH/CH2Cl2
ソース ID: ord-5dea0266218b4f1d8652a31a27ca03a3反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: Methyl 7-hydroxy-3,4-dihydro-2H-chromene-4-carboxylate (0.075 g, 0.360 mmol), N-(4-chlorophenethyl)-4-iodobenzamide (0.126 g, 0.327 mmol), 2,2,6,6-tetramethyl-3,5-heptanedione (0.00603 g, 0.0327 mmol), CuCl (0.0162 g, 0.164 mmol) and Cs2CO3 (0.213 g, 0.655 mmol) were stirred together in N-methylpyrrolidone (2 mL) at 120° C. for 3 hours. The reaction was cooled and loaded onto a silica gel samplet. The product was a eluted over using a gradient of 5% ethyl acetate/hexanes to 75% ethyl acetate/hexanes to provide the title compound (0.056 g, 37.8% yield). The reaction was cooled a eluted
ソース ID: ord-d81bf6251e8343f09bfd30e91087198f反応条件: temp:130.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: To 7-methoxy-3,4-dihydro-2H-chromene-4-carboxylic acid (0.71 g, 3.41 mmol) was added HBr (0.276 g, 3.41 mmol) and the reaction was heated at 130° C. for 3 hours. The reaction was cooled and concentrated, and the residue was loaded onto a silica gel samplet. The product was eluted using a gradient of 0.5% MeOH/CH2Cl2 containing 0.5% acetic acid to 10% acetic acid/CH2Cl2 containing 0.5% acetic acid. The isolated product was dissolved in MeOH (5 mL) and concentrated sulfuric acid (1 mL) was added and the reaction heated at 75° C. After 2 hours, reaction was cooled, diluted with ethyl acetate (25 mL) and washed with water (25 mL) and brine (25 mL). The organic layer was dried over magnesium sulfate and concentrated. The residue was purified by silica gel chromatography, eluting with a gradient of 0.5% MeOH/CH2Cl2 to 10% MeOH/CH2Cl2, to provide the title compound (0.312 g, 43.9% yield). The reaction was cooled concentrated The product was eluted The isolated product was dissolved in MeOH (5 mL) concentrated sulfuric acid (1 mL) was added the reaction heated at 75° C reaction was cooled washed with water (25 mL) and brine (25 mL) The organic layer was dried over magnesium sulfate concentrated The residue was purified by silica gel chromatography eluting with a gradient of 0.5% MeOH/CH2Cl2 to 10% MeOH/CH2Cl2
ソース ID: ord-9e7afcc8b2dd45458207c1bb9ab3d261反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: Methyl 7-hydroxy-3,4-dihydro-2H-chromene-4-carboxylate (0.075 g, 0.360 mmol), N-(4-chlorophenethyl)-4-iodobenzamide (0.126 g, 0.327 mmol), 2,2,6,6-tetramethyl-3,5-heptanedione (0.00603 g, 0.0327 mmol), CuCl (0.0162 g, 0.164 mmol) and Cs2CO3 (0.213 g, 0.655 mmol) were stirred together in N-methylpyrrolidone (2 mL) at 120° C. for 3 hours. The reaction was cooled and loaded onto a silica gel samplet. The product was a eluted over using a gradient of 5% ethyl acetate/hexanes to 75% ethyl acetate/hexanes to provide the title compound (0.056 g, 37.8% yield). The reaction was cooled a eluted
ソース ID: ord-bfac41e2c395477ca5f9fc0c0bc36b81反応条件: temp:130.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: To 7-methoxy-3,4-dihydro-2H-chromene-4-carboxylic acid (0.71 g, 3.41 mmol) was added HBr (0.276 g, 3.41 mmol) and the reaction was heated at 130° C. for 3 hours. The reaction was cooled and concentrated, and the residue was loaded onto a silica gel samplet. The product was eluted using a gradient of 0.5% MeOH/CH2Cl2 containing 0.5% acetic acid to 10% acetic acid/CH2Cl2 containing 0.5% acetic acid. The isolated product was dissolved in MeOH (5 mL) and concentrated sulfuric acid (1 mL) was added and the reaction heated at 75° C. After 2 hours, reaction was cooled, diluted with ethyl acetate (25 mL) and washed with water (25 mL) and brine (25 mL). The organic layer was dried over magnesium sulfate and concentrated. The residue was purified by silica gel chromatography, eluting with a gradient of 0.5% MeOH/CH2Cl2 to 10% MeOH/CH2Cl2, to provide the title compound (0.312 g, 43.9% yield). The reaction was cooled concentrated The product was eluted The isolated product was dissolved in MeOH (5 mL) concentrated sulfuric acid (1 mL) was added the reaction heated at 75° C reaction was cooled washed with water (25 mL) and brine (25 mL) The organic layer was dried over magnesium sulfate concentrated The residue was purified by silica gel chromatography eluting with a gradient of 0.5% MeOH/CH2Cl2 to 10% MeOH/CH2Cl2
ソース ID: ord-24b062c2d17f4f3bb1eae896d9235e09反応条件: temp:130.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: To 7-methoxy-3,4-dihydro-2H-chromene-4-carboxylic acid (0.71 g, 3.41 mmol) was added HBr (0.276 g, 3.41 mmol) and the reaction was heated at 130° C. for 3 hours. The reaction was cooled and concentrated, and the residue was loaded onto a silica gel samplet. The product was eluted using a gradient of 0.5% MeOH/CH2Cl2 containing 0.5% acetic acid to 10% acetic acid/CH2Cl2 containing 0.5% acetic acid. The isolated product was dissolved in MeOH (5 mL) and concentrated sulfuric acid (1 mL) was added and the reaction heated at 75° C. After 2 hours, reaction was cooled, diluted with ethyl acetate (25 mL) and washed with water (25 mL) and brine (25 mL). The organic layer was dried over magnesium sulfate and concentrated. The residue was purified by silica gel chromatography, eluting with a gradient of 0.5% MeOH/CH2Cl2 to 10% MeOH/CH2Cl2, to provide the title compound (0.312 g, 43.9% yield). The reaction was cooled concentrated The product was eluted The isolated product was dissolved in MeOH (5 mL) concentrated sulfuric acid (1 mL) was added the reaction heated at 75° C reaction was cooled washed with water (25 mL) and brine (25 mL) The organic layer was dried over magnesium sulfate concentrated The residue was purified by silica gel chromatography eluting with a gradient of 0.5% MeOH/CH2Cl2 to 10% MeOH/CH2Cl2
ソース ID: ord-24b062c2d17f4f3bb1eae896d9235e09反応条件: temp:0.00; pressure:0.00; stir:
ソース ID: ord-5be5d66046e04f1597865d009b086db0反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: Methyl 7-hydroxy-3,4-dihydro-2H-chromene-4-carboxylate (0.075 g, 0.360 mmol), N-(4-chlorophenethyl)-4-iodobenzamide (0.126 g, 0.327 mmol), 2,2,6,6-tetramethyl-3,5-heptanedione (0.00603 g, 0.0327 mmol), CuCl (0.0162 g, 0.164 mmol) and Cs2CO3 (0.213 g, 0.655 mmol) were stirred together in N-methylpyrrolidone (2 mL) at 120° C. for 3 hours. The reaction was cooled and loaded onto a silica gel samplet. The product was a eluted over using a gradient of 5% ethyl acetate/hexanes to 75% ethyl acetate/hexanes to provide the title compound (0.056 g, 37.8% yield). The reaction was cooled a eluted
ソース ID: ord-60861363142049319ec56c5cb19b3215反応条件: temp:130.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: To 7-methoxy-3,4-dihydro-2H-chromene-4-carboxylic acid (0.71 g, 3.41 mmol) was added HBr (0.276 g, 3.41 mmol) and the reaction was heated at 130° C. for 3 hours. The reaction was cooled and concentrated, and the residue was loaded onto a silica gel samplet. The product was eluted using a gradient of 0.5% MeOH/CH2Cl2 containing 0.5% acetic acid to 10% acetic acid/CH2Cl2 containing 0.5% acetic acid. The isolated product was dissolved in MeOH (5 mL) and concentrated sulfuric acid (1 mL) was added and the reaction heated at 75° C. After 2 hours, reaction was cooled, diluted with ethyl acetate (25 mL) and washed with water (25 mL) and brine (25 mL). The organic layer was dried over magnesium sulfate and concentrated. The residue was purified by silica gel chromatography, eluting with a gradient of 0.5% MeOH/CH2Cl2 to 10% MeOH/CH2Cl2, to provide the title compound (0.312 g, 43.9% yield). The reaction was cooled concentrated The product was eluted The isolated product was dissolved in MeOH (5 mL) concentrated sulfuric acid (1 mL) was added the reaction heated at 75° C reaction was cooled washed with water (25 mL) and brine (25 mL) The organic layer was dried over magnesium sulfate concentrated The residue was purified by silica gel chromatography eluting with a gradient of 0.5% MeOH/CH2Cl2 to 10% MeOH/CH2Cl2
ソース ID: ord-5dea0266218b4f1d8652a31a27ca03a3反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: Methyl 7-hydroxy-3,4-dihydro-2H-chromene-4-carboxylate (0.075 g, 0.360 mmol), N-(4-chlorophenethyl)-4-iodobenzamide (0.126 g, 0.327 mmol), 2,2,6,6-tetramethyl-3,5-heptanedione (0.00603 g, 0.0327 mmol), CuCl (0.0162 g, 0.164 mmol) and Cs2CO3 (0.213 g, 0.655 mmol) were stirred together in N-methylpyrrolidone (2 mL) at 120° C. for 3 hours. The reaction was cooled and loaded onto a silica gel samplet. The product was a eluted over using a gradient of 5% ethyl acetate/hexanes to 75% ethyl acetate/hexanes to provide the title compound (0.056 g, 37.8% yield). The reaction was cooled a eluted
ソース ID: ord-d81bf6251e8343f09bfd30e91087198fPubChem References
化合物の公開データベース記録に掲載された情報源です。
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