Vinyl Acetate → (R)-methyl 9-hydroxy-10-undecenate
反応式
[OH:1][CH:2]([CH:14]=[CH2:15])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([O:12][CH3:13])=[O:11].C(OC=C)(=O)C>CCCCC>[OH:1][C@@H:2]([CH:14]=[CH2:15])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([O:12][CH3:13])=[O:11]参加物
4
反応条件
- 温度
- 30 °C
実験手順
To a solution of methyl 9-hydroxy-10-undecenate (5.293 g) in pentane (100 ml) was added vinyl acetate (11.38 ml) and Lipase PS (AMANO SEIYAKU Co., Ltd.) (1.235 g) and then shaken for 72 hours at 30° C. The reaction mixture was filtrated and the filtrate was poured into ethyl acetate, washed with saturated brine, dried over magnesium sulfate anhydride, and then evaporated under reduced pressure. The resulting product was purified by silica gel column chromatography (n-hexane:ethyl acetate=5:2) to give (R)-methyl 9-hydroxy-10-undecenate (1.937 g, 36.7%).