Water → 1-(4'-Acetylbiphenyl-4-yl)cyclopropanecarboxylic acid isopropyl ester

HRID 557626ノート

反応式

HRID 557626 の反応式
[CH:1]([O:4][C:5]([C:7]1([C:10]2[CH:15]=[CH:14][C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[CH:12][CH:11]=2)[CH2:9][CH2:8]1)=[O:6])([CH3:3])[CH3:2].[Cl-].[Al+3].[Cl-].[Cl-].[C:26](Cl)(=[O:28])[CH3:27].O>C(Cl)Cl>[CH:1]([O:4][C:5]([C:7]1([C:10]2[CH:11]=[CH:12][C:13]([C:16]3[CH:21]=[CH:20][C:19]([C:26](=[O:28])[CH3:27])=[CH:18][CH:17]=3)=[CH:14][CH:15]=2)[CH2:9][CH2:8]1)=[O:6])([CH3:3])[CH3:2]

参加物

6

反応物 4

HCID 962WaterHCID 6367Acetyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 666602081-(Biphenyl-4-yl)cyclopropanecarboxylic acid isopropyl ester

生成物 1

HCID 666602881-(4'-Acetylbiphenyl-4-yl)cyclopropanecarboxylic acid isopropyl ester収率 108.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To 1-(biphenyl-4-yl)cyclopropanecarboxylic acid isopropyl ester (10.2 g, 36 mmol) in CH2Cl2 (100 mL) was added aluminum chloride (10.2 g, 76.5 mmol) followed by acetyl chloride (5.97 g, 76.5 mmol). The solution was stirred at room temperature for 1.5 hours then slowly poured into water. The organic layer was separated and extracted 1 time with sodium potassium tartrate solution (20 g in 250 mL water). The organic layer was dried and evaporated to yield 12.6 g of the title compound.

後処理

  1. customThe organic layer was separated
  2. extractionextracted 1 time with sodium potassium tartrate solution (20 g in 250 mL water)
  3. customThe organic layer was dried
  4. customevaporated

出典と根拠

ORDレコード
ord-c8993267b4bd44f1b392fc2b015c6409
出典データセット
uspto-grants-2011_11
特許番号
US08058300B2

反応ノート

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