Ethyl 4-chloroacetoacetate → 4-Chloro-3-hydroxybutyric acid ethyl ester, (3R)-

HRID 413511노트

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HRID 413511 반응식
[Cl:1][CH2:2][C:3](=[O:10])[CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6]>C(O)C>[Cl:1][CH2:2][C@H:3]([OH:10])[CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6]

참가 물질

3

반응물 1

HCID 69484Ethyl 4-chloroacetoacetate

생성물 1

HCID 27344454-Chloro-3-hydroxybutyric acid ethyl ester, (3R)-수율 89.9%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
120 °C

실험 절차

100 g of ethyl 4-chloro-3-oxobutyrate and 64.9 mg of {[Ru (p-cymene) I (+) TMBTP] I}, prepared in example 1, are placed under argon in a 3-liter reactor, in 1000 ml of ethyl alcohol degassed with argon; the mixture is heated at 120° C. under argon and pressurised with hydrogen at 5 bar. After 3 h, the mixture is cooled, concentrated at reduced pressure, and the residue distilled with 5 mm Hg vacuum. 91 g of ethyl (+) (R)-4-chloro-3-hydroxybutyrate are obtained with an e.e. of 97% by gas-chromatography analysis.

후처리

  1. customprepared in example 1
  2. customdegassed with argon
  3. temperaturethe mixture is cooled
  4. concentrationconcentrated at reduced pressure
  5. distillationthe residue distilled with 5 mm Hg vacuum

출처 및 근거

ORD 기록
ord-0a8ac851da3b43fd95dbb90f5859c41e
출처 데이터셋
uspto-grants-2003_05
특허 번호
US06566552B2

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