Butanoic acid, 3-(acetyloxy)-2-methylene-, ethyl ester → ethyl 2-[(1R)-1-hydroxyethyl]acrylate

HRID 2255663ノート

反応式

HRID 2255663 の反応式
C([O:4][CH:5]([C:7](=[CH2:13])[C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH3:6])(=O)C>P([O-])([O-])([O-])=O>[OH:4][C@@H:5]([C:7](=[CH2:13])[C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH3:6]

参加物

3

反応物 1

HCID 11063122Butanoic acid, 3-(acetyloxy)-2-methylene-, ethyl ester

生成物 1

HCID 10975602ethyl 2-[(1R)-1-hydroxyethyl]acrylate収率 41.3%

試薬・触媒・溶媒 1

HCID 1061Phosphate溶媒

反応条件

温度
37 °C

実験手順

A mixture of ethyl 2-(1-acetoxyethyl)acrylate (35.65 g) and "Lipase P" (8.88 g) in pH 7.0 phosphate buffer (0.1M) (2.8 l) was stirred at 37° C. for 72 hours. The whole mixture was extracted with ethyl acetate, and the combined extracts were dried. After removal at the solvent from the solution in vacuo, the crude product was purified by column-chromatography on silica gel (eluent : a mixture of hexane and ethyl acetate, 2:1) to give ethyl 2-[(1R)-1-hydroxyethyl]acrylate (11.40 g).

後処理

  1. extractionThe whole mixture was extracted with ethyl acetate
  2. customthe combined extracts were dried
  3. customAfter removal at the solvent from the solution in vacuo
  4. customthe crude product was purified by column-chromatography on silica gel (eluent
  5. additiona mixture of hexane and ethyl acetate, 2:1)

出典と根拠

ORDレコード
ord-0cd7294c2f2d4b569dee246edd633c4c
出典データセット
uspto-grants-1993_08
特許番号
US05241064

反応ノート

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