Sodium Hydroxide → (2-Aminophenyl)(cyclopropyl)methanone

HRID 365970

反応式

HRID 365970 の反応式
Cl.[NH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9](=[O:14])[CH2:10][CH2:11][CH2:12]Cl.[OH-].[Na+]>C(Cl)Cl.C(Cl)CCl.[Cl-].C[N+](CCCC)(CCCC)CCCC>[CH:10]1([C:9]([C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=2[NH2:2])=[O:14])[CH2:12][CH2:11]1

参加物

6

反応物 2

HCID 14798Sodium HydroxideHCID 232932461-(o-Aminophenyl)-4-chloro-1-butanone hydrochloride

生成物 1

HCID 10931741(2-Aminophenyl)(cyclopropyl)methanone収率 70%

試薬・触媒・溶媒 3

HCID 91822Tributylmethylammonium chloride触媒HCID 111,2-Dichloroethane溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
50 °C

実験手順

A solution of 0.30 g (1.3 mmol) of 1-(o-aminophenyl)-4-chloro-1-butanone hydrochloride in 3 mL of methylene chloride and 3 mL of ethylene dichloride is treated with 1.2 g (3 mmol) of 10% sodium hydroxide solution and 0.05 g (0.2 mmol) of 75% aqueous methyl tributylammonium chloride and heated to 50° C. for about 5 hours. After cooling to room temperature, the phases are separated. The aqueous layer is extracted with methylene chloride. The combined organic extracts are washed with water and concentrated in vacuo to give 0.14 g (70% yield) of o-aminophenyl cyclopropyl ketone (mp 46-48° C.). The product is identified by NMR and MS analyses.

後処理

  1. temperatureAfter cooling to room temperature
  2. customthe phases are separated
  3. extractionThe aqueous layer is extracted with methylene chloride
  4. washThe combined organic extracts are washed with water
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-c1e30ccef6c34666a0b9cc4091476cfe
出典データセット
uspto-grants-2000_10
特許番号
US06127576

関連ノート

読み込み中…