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

HRID 365970

반응식

HRID 365970 반응식
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

참가 물질

6

반응물 2

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

생성물 1

HCID 10931741(2-Aminophenyl)(cyclopropyl)methanone수율 70%

시약·촉매·용매 3

HCID 91822Tributylmethylammonium chloride촉매HCID 111,2-Dichloroethane용매HCID 6344Dichloromethane용매

반응 조건

온도
50 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c1e30ccef6c34666a0b9cc4091476cfe
출처 데이터셋
uspto-grants-2000_10
특허 번호
US06127576

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