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Water → Methyl 2-chloro-3-oxoheptanoate

HRID 2233545
ノート
印刷プレビュー

反応式

HRID 2233545 の反応式
[CH3:1][O:2][C:3](=[O:11])[CH2:4][C:5](=[O:10])[CH2:6][CH2:7][CH2:8][CH3:9].S(Cl)([Cl:15])(=O)=O.O>ClCCl>[CH3:1][O:2][C:3](=[O:11])[CH:4]([Cl:15])[C:5](=[O:10])[CH2:6][CH2:7][CH2:8][CH3:9]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 962WaterHCID 24648Sulfuryl chlorideHCID 546075Methyl 3-oxoheptanoate

生成物 1

HCID 57713025Methyl 2-chloro-3-oxoheptanoate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

5.0 g 3-Oxo-heptanoic acid methyl ester were dissolved in 80 ml dry dichloromethane and 2.82 ml sulfurylchloride were added. The reaction mixture was stirred at room temperature for 30 minutes. 20 ml of water were added and the reaction mixture extracted five times with portions of 30 ml of dichloromethane. The combined organic extracts were washed with water and saturated NaHCO3 solution and brine and dried over MgSO4. The solvent was removed under reduced pressure to obtain 6.0 g 2-Chloro-3-oxo-heptanoic acid methyl ester as raw material. This material was used without further purification. 6.0 g 2-Chloro-3-oxo-heptanoic acid methyl ester were dissolved in 50 ml ethanol and 6.4 g 4-(Trifluoromethyl)thiobenzamide were added. The reaction mixture was heated under reflux overnight. The solvent was removed under reduced pressure and the residue purified by chromatography with the eluent n-heptane:ethyl acetate=100:1=>60:1. This gives 7.4 g 4-Butyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-carboxylic acid methyl ester as yellow oil.

後処理

  1. extractionthe reaction mixture extracted five times with portions of 30 ml of dichloromethane
  2. washThe combined organic extracts were washed with water and saturated NaHCO3 solution and brine
  3. dry with materialdried over MgSO4
  4. customThe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-6f469152b1c34017b846aa3d33c74870
出典データセット
uspto-grants-2010_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07709509B2

反応ノート

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