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CCOC(=O)CCCCCN=[N+]=[N-]製品情報
ethyl 6-azidohexanoate (CAS 65374-10-9) 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 12382177
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-a1d2ed91ca864b80bb205505da9e542b反応条件: temp:0.00; pressure:0.00; stir:
ソース ID: ord-b6b5894f232d4c7c93d54933a934381f反応条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: Ethyl 6-azidohexanoate (8.59 g, 44.8 mmol) and KOH (13.0 g, 0.231 mol) were dissolved into a mixture of 120 ml of water and 180 ml of MeOH. The solution was stirred at 0° C. for 2 hrs then MeOH was removed in vacuo. The aqueous layer was extracted by CHCl3 (2×100 ml), acidified to pH=l by 2N aqueous HCl and extracted by Et2O (2×100 ml). The organic layers were combined, washed with water (100 ml) and dried over Na2SO4. After filtration and evaporation of solvent, 6-azidohexanoic acid (6.56 g, 93%) was obtained as a colorless oil. MeOH was removed in vacuo The aqueous layer was extracted by CHCl3 (2×100 ml) extracted by Et2O (2×100 ml) washed with water (100 ml) dried over Na2SO4 After filtration and evaporation of solvent
ソース ID: ord-873b79d430894343912557ad92959b6c反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: A solution of ethyl 6-bromohexanoate (10.0 g, 44.8 mmol), NaN3 (5.83 g, 89.6 mmol) and 25 ml of water in 75 ml of MeOH was refluxed for 3.5 hrs. The MeOH was removed in vacuo and the residue was partitioned between CHCl3 (200 ml) and water (50 ml). The organic layer was separated and washed with water. After drying (Na2SO4) and evaporation of solvent, ethyl 6-azidohexanoate (8.59 g, 100%) was obtained as a colorless oil. The MeOH was removed in vacuo the residue was partitioned between CHCl3 (200 ml) and water (50 ml) The organic layer was separated washed with water After drying (Na2SO4) and evaporation of solvent
ソース ID: ord-309386b960c9417bab8d846c925218c3反応条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: Ethyl 6-azidohexanoate (8.59 g, 44.8 mmol) and KOH (13.0 g, 0.231 mol) were dissolved into a mixture of 120 ml of water and 180 ml of MeOH. The solution was stirred at 0° C. for 2 hrs then MeOH was removed in vacuo. The aqueous layer was extracted by CHCl3 (2×100 ml), acidified to pH=1 by 2N aqueous HCl and extracted by Et2O (2×100 ml). The organic layers were combined, washed with water (100 ml) and dried over Na2SO4. After filtration and evaporation of solvent, 6-azidohexanoic acid (6.56 g, 93%) was obtained as a colorless oil. 6-Azidohexanoic acid (6.56 g, 41.7 mmol) in 15 ml of toluene was treated with oxalyl chloride (13.2 g, 104 mmol). The mixture was stirred at 50° C. for 10 hrs. After removal of toluene in vacuo, crude 6-azidohexanoic chloride was used for hext reaction without further purification. MeOH was removed in vacuo The aqueous layer was extracted by CHCl3 (2×100 ml) extracted by Et2O (2×100 ml) washed with water (100 ml) dried over Na2SO4 After filtration and evaporation of solvent
ソース ID: ord-712852166995429a88bbbd3e7de7a7cf反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: A solution of ethyl 6-bromohexanoate (10.0 g, 44.8 mmol), NaN3 (5.83 g, 89.6 mmol) and 25 ml of water in 75 ml of MeOH was refluxed for 3.5 hrs. The MeOH was removed in vacuo and the residue was partitioned between CHCl3 (200 ml) and water (50 ml). The organic layer was separated and washed with water. After drying (Na2SO4) and evaporation of solvent, ethyl 6-azidohexanoate (8.59 g, 100%) was obtained as a colorless oil. The MeOH was removed in vacuo the residue was partitioned between CHCl3 (200 ml) and water (50 ml) The organic layer was separated washed with water After drying (Na2SO4) and evaporation of solvent
ソース ID: ord-56cd2f6f6c4948b19fef76339e44e28f反応条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: Ethyl 6-azidohexanoate (8.59 g, 44.8 mmol) and KOH (13.0 g, 0.231 mol) were dissolved into a mixture of 120 ml of water and 180 ml of MeOH. The solution was stirred at 0° C. for 2 hrs then MeOH was removed in vacuo. The aqueous layer was extracted by CHCl3 (2×100 ml), acidified to pH=1 by 2N aqueous HCl and extracted by Et2O (2×100 ml). The organic layers were combined, washed with water (100 ml) and dried over Na2SO4. After filtration and evaporation of solvent, 6-azidohexanoic acid (6.56 g, 93%) was obtained as a colorless oil. MeOH was removed in vacuo The aqueous layer was extracted by CHCl3 (2×100 ml) extracted by Et2O (2×100 ml) washed with water (100 ml) dried over Na2SO4 After filtration and evaporation of solvent
ソース ID: ord-500a20c669a64238b38fbbe56b598929反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: A solution of ethyl 6-bromohexanoate (10.0 g, 44.8 mmol), NaN3 (5.83 g, 89.6 mmol) and 25 ml of water in 75 ml of MeOH was refluxed for 3.5 hrs. The MeOH was removed in vacuo and the residue was partitioned between CHCl3 (200 ml) and water (50 ml). The organic layer was separated and washed with water. After drying (Na2SO4) and evaporation of solvent, ethyl 6-azidohexanoate (8.59 g, 100%) was obtained as a colorless oil. The MeOH was removed in vacuo the residue was partitioned between CHCl3 (200 ml) and water (50 ml) The organic layer was separated washed with water After drying (Na2SO4) and evaporation of solvent
ソース ID: ord-d429a69714f64525a086d15518f40f0f反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: 0.91 ml (2.28 mmol) of a 2.5 M solution of n-butyllithium in n-hexane was added dropwise to a solution, cooled to −78° C., of 0.32 ml (2.28 mmol) diisopropylamine in 2 ml abs. THF. During the addition, the reaction temperature was kept below −60° C. After 30 min of stirring at −60° C. to −70° C., this solution was added dropwise to a solution, cooled to −78° C., of 352 mg (1.9 mmol) of ethyl 6-azidohexanoate in 2 ml of abs. THF. After the end of the addition, the mixture was warmed to −20 C and stirred for another 20 min, and 0.18 ml (2.85 mmol) of methyl iodide were then added dropwise. After the end of the addition, the mixture was slowly warmed to RT and stirred for a further 2 h. The reaction mixture was then added to saturated aqueous ammonium chloride solution. The mixture was extracted three times with dichloromethane, and the combined organic phases were dried over magnesium sulfate and concentrated under reduced pressure. The product was purified by chromatography on silica gel (mobile phase cyclohexane/dichloromethane 60:1). This gave 96.4 mg (25.5% of theory) of the target compound. During the addition was kept below −60° C this solution was added dropwise to a solution After the end of the addition the mixture was warmed to −20 C stirred for another 20 min After the end of the addition stirred for a further 2 h The mixture was extracted three times with dichloromethane the combined organic phases were dried over magnesium sulfate concentrated under reduced pressure The product was purified by chromatography on silica gel (mobile phase cyclohexane/dichloromethane 60:1)
ソース ID: ord-c6861a23899148e296f31405c33ddf4b反応条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: Ethyl 6-azidohexanoate (8.59 g, 44.8 mmol) and KOH (13.0 g, 0.231 mol) were dissolved into a mixture of 120 ml of water and 180 ml of MeOH. The solution was stirred at 0° C. for 2 hrs then MeOH was removed in vacuo. The aqueous layer was extracted by CHCl3 (2×10 ml), acidified to pH=1 by 2N aqueous HCl and extracted by Et2O (2×100 ml). The organic layers were combined, washed with water (100 ml) and dried over Na2SO4. After-filtration and evaporation of solvent, 6-azidohexanoic acid (6.56 g, 93%) was obtained as a colorless oil. MeOH was removed in vacuo The aqueous layer was extracted by CHCl3 (2×10 ml) extracted by Et2O (2×100 ml) washed with water (100 ml) dried over Na2SO4 After-filtration and evaporation of solvent
ソース ID: ord-e23aabd26ead4f43aaf9e4cff6078c89反応条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: Ethyl 6-azidohexanoate (8.59 g, 44.8 mmol) and KOH (13.0 g, 0.231 mol) were dissolved into a mixture of 120 ml of water and 180 ml of MeOH. The solution was stirred at 0° C. for 2 hrs then MeOH was removed in vacuo. The aqueous layer was extracted by CHCl3 (2×10 ml), acidified to pH=1 by 2N aqueous HCl and extracted by Et2O (2×100 ml). The organic layers were combined, washed with water (100 ml) and dried over Na2SO4. After-filtration and evaporation of solvent, 6-azidohexanoic acid (6.56 g, 93%) was obtained as a colorless oil. MeOH was removed in vacuo The aqueous layer was extracted by CHCl3 (2×10 ml) extracted by Et2O (2×100 ml) washed with water (100 ml) dried over Na2SO4 After-filtration and evaporation of solvent
ソース ID: ord-e23aabd26ead4f43aaf9e4cff6078c89反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: A solution of ethyl 6-bromohexanoate (10.0 g, 44.8 mmol), NaN3 (5.83 g, 89.6 mmol) and 25 ml of water in 75 ml of MeOH was refluxed for 3.5 hrs. The MeOH was removed in vacuo and the residue was partitioned between CHCl3 (200 ml) and water (50 ml). The organic layer was separated and washed with water. After drying (Na2SO4) and evaporation of solvent, ethyl 6-azidohexanoate (8.59 g, 100%) was obtained as a colorless oil. The MeOH was removed in vacuo the residue was partitioned between CHCl3 (200 ml) and water (50 ml) The organic layer was separated washed with water After drying (Na2SO4) and evaporation of solvent
ソース ID: ord-b05f2d76bf234db7b3fad47ae7b365d3PubChem References
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