Potassium Hydroxide → (-)-3-t-Butyldimethylsilyloxybutyric acid

HRID 1090327ノート

反応式

HRID 1090327 の反応式
[Si:1]([O:8][CH:9]([CH3:15])[CH2:10][C:11]([O:13]C)=[O:12])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[OH-].[K+]>CO>[Si:1]([O:8][CH:9]([CH3:15])[CH2:10][C:11]([OH:13])=[O:12])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

参加物

4

反応物 2

HCID 14797Potassium HydroxideHCID 137127793-(tert-Butyldimethylsiloxy)butyric acid methyl ester

生成物 1

HCID 13712781(-)-3-t-Butyldimethylsilyloxybutyric acid収率 95%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 3.58 g (15.4 mmol) of methyl (-)-3-t-butyldimethylsilyloxybutyrate dissolved in 30 ml of methanol, 30 ml of 1N potassium hydroxide was added and the mixture was stirred for 15 hours. After almost all methanol was distilled away, the resultant was acidified with 1N hydrochloric acid and extracted with diethyl ether. The extract was washed with a saturated solution of NaCl, dried with anhydrous magnesium sulfate and concentrated under reduced pressure to give 3.18 g of (-)-3-t-butyldimethylsilyloxybutyric acid (yield: 95%).

後処理

  1. distillationAfter almost all methanol was distilled away
  2. extractionextracted with diethyl ether
  3. washThe extract was washed with a saturated solution of NaCl
  4. dry with materialdried with anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-bcb5c6e0d3654d4cb57ce5f4e68ec316
出典データセット
uspto-grants-1992_01
特許番号
US05081238

反応ノート

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