Vinyl hexanoate → 1-Tetrahydropyranyloxy-2-caproyloxybutane

HRID 274829

반응식

HRID 274829 반응식
[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]

참가 물질

3

반응물 2

HCID 76451Vinyl hexanoateHCID 67741438(R,S)-1-tetrahydropyranyloxy-2-butanol

생성물 1

HCID 539603921-Tetrahydropyranyloxy-2-caproyloxybutane수율 72.8%

반응 조건

온도
38 °C

실험 절차

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.

후처리

  1. customwas reacted
  2. customthe enzyme was removed by filtration
  3. washthe enzyme on the filter paper was washed
  4. distillationn-Heptane was distilled away from the filtrate
  5. customthe residue was purified with a chromatograph over silical gel, and 21.5 g of optically active 1-tetrahydropyranyloxy-2-butanol

출처 및 근거

ORD 기록
ord-2f753d82eb004547a69e9ea5c4b2a523
출처 데이터셋
uspto-grants-1995_02
특허 번호
US05391494

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