Water → Ethyl 2-chloro-3-oxo-3-phenylpropanoate

HRID 47675

反応式

HRID 47675 の反応式
S(Cl)([Cl:4])(=O)=O.[C:6]([CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])(=[O:10])[CH:7]([CH3:9])[CH3:8].O.C([O-])(O)=O.[Na+].[C:23]1([CH3:29])C=CC=C[CH:24]=1>>[Cl:4][CH:11]([C:6](=[O:10])[C:7]1[CH:9]=[CH:29][CH:23]=[CH:24][CH:8]=1)[C:12]([O:14][CH2:15][CH3:16])=[O:13]

参加物

6

反応物 5

HCID 962WaterHCID 1140Toluene2 回HCID 24648Sulfuryl chlorideHCID 81583Ethyl isobutyrylacetateHCID 516892Sodium Bicarbonate

生成物 1

HCID 9855991Ethyl 2-chloro-3-oxo-3-phenylpropanoate収率 84%

実験手順

A solution of sulfuryl chloride (12.4 mmol) in toluene (5 mL) was added dropwise via an additional funnel to a solution of ethyl isobutyrylacetate (12.4 mmol) in toluene (20 mL) over 5 minutes at room temperature. The resulting mixture was stirred at room temperature overnight. Water was added slowly and resulting two-phase mixture was basified with saturated NaHCO3 and extracted with ethyl acetate. The combined organic extracts were washed with brine, dried over anhydrous sodium sulfate, and evaporated to afford 2.2 g (84%) of product as a pale yellow oil: MH+=227.0, retention time (LC-MS)=2.77 min.

後処理

  1. customresulting two-phase mixture
  2. extractionextracted with ethyl acetate
  3. washThe combined organic extracts were washed with brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customevaporated

出典と根拠

ORDレコード
ord-d5f1d0d3073d452b8ad7c8c476d8d731
出典データセット
uspto-grants-2004_03
特許番号
US06699860B2

関連ノート

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