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C1CC(=O)CCC1CCOCC2=CC=CC=C2製品情報
4-(2-phenylmethoxyethyl)cyclohexan-1-one (CAS 628731-60-2) 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 21879605
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-101e827fe20b4c59ab05911942adc855反応条件: temp:0.00; pressure:0.00; stir:
ソース ID: ord-c8ea6790595e49d6b35af45cbc465d3f反応条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: A solution of LDA (33 ml, 1.5 M in Et2O) in THF (50 mL) at −78° C. was treated with 4-(2-benzyloxy-ethyl)-cyclohexanone (9.5 g, 40.2 mmol). The mixture was warmed to 0° C. over 30 minutes before re-cooling to −78° C. and adding HMPA (7 mL). Methyl cyanoformate (4.1 mL, 85 mmol) was added, and the mixture stirred for 15 minutes before aqueous quench and work-up. The product was purified by chromatography on SiO2 with 10% EtOAc:Hx. 5-(2-Benzyloxy-ethyl)-2-oxo-cyclohexanecarboxylic acid methyl ester was isolated, 5.8 g (49%), and reduced with an equivalent of NaBH4 in MeOH at −10° C. The alcohol. (Intermediate R2 above) was purified by chromatography on SiO2 with 30 to 50% EtOAC:Hx. (˜90% yield). before re-cooling to −78° C. before aqueous quench The product was purified by chromatography on SiO2 with 10% EtOAc
ソース ID: ord-be444c2f2d01459baf7556cc2e1137fc反応条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: A solution of LDA (33 ml, 1.5 M in Et2O) in THF (50 mL) at −78° C. was treated with 4-(2-benzyloxy-ethyl)-cyclohexanone (9.5 g, 40.2 mmol). The mixture was warmed to 0° C. over 30 minutes before re-cooling to −78° C. and adding HMPA (7 mL). Methyl cyanoformate (4.1 mL, 85 mmol) was added, and the mixture stirred for 15 minutes before aqueous quench and work-up. The product was purified by chromatography on SiO2 with 10% EtOAc:Hx. 5-(2-Benzyloxy-ethyl)-2-oxo-cyclohexanecarboxylic acid methyl ester was isolated, 5.8 g (49%), and reduced with an equivalent of NaBH4 in MeOH at −10° C. The alcohol. (Intermediate R2 above) was purified by chromatography on SiO2 with 30 to 50% EtOAC:Hx. (˜90% yield). before re-cooling to −78° C. before aqueous quench The product was purified by chromatography on SiO2 with 10% EtOAc
ソース ID: ord-be444c2f2d01459baf7556cc2e1137fc反応条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: A solution of LDA (33 ml, 1.5 M in Et2O) in THF (50 mL) at −78° C. was treated with 4-(2-benzyloxy-ethyl)-cyclohexanone (9.5 g, 40.2 mmol). The mixture was warmed to 0° C. over 30 minutes before re-cooling to −78° C. and adding HMPA (7 mL). Methyl cyanoformate (4.1 mL, 85 mmol) was added, and the mixture stirred for 15 minutes before aqueous quench and work-up. The product was purified by chromatography on SiO2 with 10% EtOAc:Hx. 5-(2-Benzyloxy-ethyl)-2-oxo-cyclohexanecarboxylic acid methyl ester was isolated, 5.8 g (49%), and reduced with an equivalent of NaBH4 in MeOH at −10° C. The alcohol (Intermediate R2 above) was purified by chromatography on SiO2 with 30 to 50% EtOAC:Hx. (˜90% yield). before re-cooling to −78° C. before aqueous quench The product was purified by chromatography on SiO2 with 10% EtOAc
ソース ID: ord-6709a8ce567c4ae0929308f27f208a73反応条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: A solution of LDA (33 ml, 1.5 M in Et2O) in THF (50 mL) at −78° C. was treated with 4-(2-benzyloxy-ethyl)-cyclohexanone (9.5 g, 40.2 mmol). The mixture was warmed to 0° C. over 30 minutes before re-cooling to −78° C. and adding HMPA (7 mL). Methyl cyanoformate (4.1 mL, 85 mmol) was added, and the mixture stirred for 15 minutes before aqueous quench and work-up. The product was purified by chromatography on SiO2 with 10% EtOAc:Hx. 5-(2-Benzyloxy-ethyl)-2-oxo-cyclohexanecarboxylic acid methyl ester was isolated, 5.8 g (49%), and reduced with an equivalent of NaBH4 in MeOH at −10° C. The alcohol (Intermediate R2 above) was purified by chromatography on SiO2 with 30 to 50% EtOAC:Hx. (˜90% yield). before re-cooling to −78° C. before aqueous quench The product was purified by chromatography on SiO2 with 10% EtOAc
ソース ID: ord-8d84dc565ff9450e9f378322146b8a53反応条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: A solution of LDA (33 ml, 1.5 M in Et2O) in THF (50 mL) at −78° C. was treated with 4-(2-benzyloxy-ethyl)-cyclohexanone (9.5 g, 40.2 mmol). The mixture was warmed to 0° C. over 30 m before re-cooling to −78° C. and adding HMPA (7 mL). Methyl cyanoformate (4.1 mL, 85 mmol) was added and the mixture was stirred for 15 m before aqueous quench and work-up. The product was purified by chromatography on SiO2 with 10% EtOAc:Hx. 5-(2-Benzyloxy-ethyl)-2-oxo-cyclohexanecarboxylic acid methyl ester was isolated, 5.8 g (49%) and reduced with an equivalent of NaBH4 in MeOH at −10° C. to provide the alcohol (Intermediate R2). Intermediate R2 was purified by chromatography on SiO2 with 30 to 50% EtOAC:Hx. (˜90% yield). before re-cooling to −78° C. before aqueous quench The product was purified by chromatography on SiO2 with 10% EtOAc
ソース ID: ord-e0ace1a8d71f445bae189e56a1ef1c6e反応条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: A solution of LDA (33 ml, 1.5 M in Et2O) in THF (50 mL) at −78° C. was treated with 4-(2-benzyloxy-ethyl)-cyclohexanone (9.5 g, 40.2 mmol). The mixture was warmed to 0° C. over 30 m before re-cooling to −78° C. and adding HMPA (7 mL). Methyl cyanoformate (4.1 mL, 85 mmol) was added and the mixture was stirred for 15 m before aqueous quench and work-up. The product was purified by chromatography on SiO2 with 10% EtOAc:Hx. 5-(2-Benzyloxy-ethyl)-2-oxo-cyclohexanecarboxylic acid methyl ester was isolated, 5.8 g (49%) and reduced with an equivalent of NaBH4 in MeOH at −10° C. to provide the alcohol (Intermediate R2). Intermediate R2 was purified by chromatography on SiO2 with 30 to 50% EtOAC:Hx. (˜90% yield). before re-cooling to −78° C. before aqueous quench The product was purified by chromatography on SiO2 with 10% EtOAc
ソース ID: ord-e0ace1a8d71f445bae189e56a1ef1c6e反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: 8-(2-Benzyloxy-ethyl)-1,4-dioxa-spiro[4.5]decane (Intermediate R1, 1.02 g, 3.70 mmol) (obtainable as described in the publication by Ciufolini et. al. J. Amer. Chem. Soc. 1991, 113, 8016, incorporated herein by reference) was dissolved in acetone (100 mL): H2O (5 mL) and reacted with TsOH (140 mg, 0.74 mmol) at 45° C. for 5 h. After a standard aqueous work-up the material was purified by chromatography on SiO2 to give 4-(2-benzyloxy-ethyl)-cyclohexanone as a colorless oil (97%). After a standard aqueous work-up the material was purified by chromatography on SiO2
ソース ID: ord-1586ff7051ac4306869291cddfc9f239反応条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: A solution of LDA (33 ml, 1.5 M in Et2O) in THF (50 mL) at −78° C. was treated with 4-(2-benzyloxy-ethyl)-cyclohexanone (9.5 g, 40.2 mmol). The mixture was warmed to 0° C. over 30 min. before re-cooling to −78° C. and adding HMPA (7 mL). Methyl cyanoformate (CNCO2Me, 4.1 mL, 85 mmol) was added and the mixture was stirred for 15 m before aqueous quench and work-up. The product was purified by chromatography on SiO2 with 10% EtOAc:Hx. 5-(2-Benzyloxy-ethyl)-2-oxo-) cyclohexanecarboxylic acid methyl ester was isolated, 5.8 g (49%). before re-cooling to −78° C. before aqueous quench The product was purified by chromatography on SiO2 with 10% EtOAc
ソース ID: ord-204d400862874487a87f3b9e7557ecf1反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: 8-(2-Benzyloxy-ethyl)-1,4-dioxa-spiro[4.5]decane (Intermediate K1, 1.02 g, 3.70 mmol) (prepared in accordance with the publication Ciufolini et. al. J. Amer. Chem. Soc. 1991, 113, 8016, incorporated herein by reference) was dissolved in acetone (100 mL): H2O (5 mL) and reacted with TsOH (140 mg, 0.74 mmol) at 45° C. for 5 h. After a standard aqueous work-up the material was purified by chromatography on SiO2 to give 4-(2-benzyloxy-ethyl)-cyclohexanone as a colorless oil (97%). After a standard aqueous work-up the material was purified by chromatography on SiO2
ソース ID: ord-03e66e25526443aa881adc88ca3df186反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: 8-(2-Benzyloxy-ethyl)-1,4-dioxa-spiro[4.5]decane (Intermediate K1, 1.02 g, 3.70 mmol) (prepared in accordance with the publication Ciufolini et. al. J. Amer. Chem. Soc. 1991, 113, 8016, incorporated herein by reference) was dissolved in acetone (100 mL): H2O (5 mL) and reacted with TsOH (140 mg, 0.74 mmol) at 45° C. for 5 h. After a standard aqueous work-up the material was purified by chromatography on SiO2 to give 4-(2-benzyloxy-ethyl)-cyclohexanone as a colorless oil (97%). After a standard aqueous work-up the material was purified by chromatography on SiO2
ソース ID: ord-03e66e25526443aa881adc88ca3df186PubChem References
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