Thionyl Chloride → 4-Cyclohexylbenzoyl chloride

HRID 478353ノート

反応式

HRID 478353 の反応式
[CH:1]1([C:7]2[CH:15]=[CH:14][C:10]([C:11](O)=[O:12])=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.S(Cl)([Cl:18])=O>>[CH:1]1([C:7]2[CH:15]=[CH:14][C:10]([C:11]([Cl:18])=[O:12])=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

参加物

3

反応物 2

HCID 24386Thionyl ChlorideHCID 883374-Cyclohexylbenzoic acid

生成物 1

HCID 218908474-Cyclohexylbenzoyl chloride

実験手順

To 4-cyclohexylbenzoic acid (2 g) is added thionyl chloride (20 ml), and the mixture is refluxed for two hours. The mixture is evaporated to remove the thionyl chloride to give 4-cyclohexylbenzoyl chloride. To a solution of 5-ethoxycarbonylmethyl-7-chloro-2,3,4,5-tetrahydro-1H-benzazepine (2.2 g) in dichloromethane (50 ml) is added pyridine (3.3 g), and to the mixture is added with stirring the above obtained 4-cyclohexylbenzoyl chloride under ice-cooling, and the mixture is stirred at room temperature overnight. To the reaction solution is added water, and the mixture is extracted with dichloromethane. The extract is washed with diluted hydrochloric acid, and washed with water, and dried over magnesium sulfate. The mixture is evaporated to remove the solvent, and the residue is purified by silica gel column chromatography (solvent; dichloromethane) to give 5-ethoxycarbonylmethyl-7-chloro-1-(4-cyclohexylbenzoyl)-2,3,4,5-tetrahydro-1H-benzazepine (4 g) as colorless oil.

後処理

  1. temperaturethe mixture is refluxed for two hours
  2. customThe mixture is evaporated
  3. customto remove the thionyl chloride

出典と根拠

ORDレコード
ord-6574947ec9e04ec4b4ea57c90269e25f
出典データセット
uspto-grants-2003_11
特許番号
US06642223B2

反応ノート

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