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

HRID 413511ノート

反応式

HRID 413511 の反応式
[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]

参加物

3

反応物 1

HCID 69484Ethyl 4-chloroacetoacetate

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
120 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0a8ac851da3b43fd95dbb90f5859c41e
出典データセット
uspto-grants-2003_05
特許番号
US06566552B2

反応ノート

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