Reaction equation
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][C@@H:2]1[O:7][CH2:8][C@H:9]([OH:12])[CH2:10][CH3:11].[C:13](OC=C)(=[O:19])[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]>>[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][CH2:8][CH:9]([O:12][C:13](=[O:19])[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH2:10][CH3:11]Participants
3
Conditions
- Temperature
- 38 °C
Procedure
A mixture of 23 g of enzyme lipase "Amano" CES (produced by Amano Pharmaceutical Co., Ltd), 40 g of (R,S)-1-tetrahydropyranyloxy-2-butanol and 16.5 g of vinyl caproate was reacted with stirring at 38° C. for eight hours. After the reaction was stopped, the enzyme was removed by filtration, and the enzyme on the filter paper was washed by using n-heptane. n-Heptane was distilled away from the filtrate, the residue was purified with a chromatograph over silical gel, and 21.5 g of optically active 1-tetrahydropyranyloxy-2-butanol and 23 g of 1-tetrahydropyranyloxy-2-caproyloxybutane were obtained.
Workup
- customwas reacted
- customthe enzyme was removed by filtration
- washthe enzyme on the filter paper was washed
- distillationn-Heptane was distilled away from the filtrate
- customthe residue was purified with a chromatograph over silical gel, and 21.5 g of optically active 1-tetrahydropyranyloxy-2-butanol
Sources & evidence
- ORD record
- ord-2f753d82eb004547a69e9ea5c4b2a523
- Source dataset
- uspto-grants-1995_02
- Patent number
- US05391494
Linked notes
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