Phenethylamine → 2-Chloro-N-phenethyl-acetamide

HRID 1045645

반응식

HRID 1045645 반응식
[Cl:1][CH2:2][C:3](Cl)=[O:4].[C:6]1([CH2:12][CH2:13][NH2:14])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.C(=O)(O)[O-].[Na+]>ClCCl>[Cl:1][CH2:2][C:3]([NH:14][CH2:13][CH2:12][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:4]

참가 물질

5

반응물 3

HCID 1001PhenethylamineHCID 6577Chloroacetyl chlorideHCID 516892Sodium Bicarbonate

생성물 1

HCID 949212-Chloro-N-phenethyl-acetamide수율 93%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Chloroacetylchloride (13.55 g, 120 mmol) was dropped into a solution of 2-phenylethylamine (12.12 g, 100 mmol), sodium bicarbonate (10.6 g, 126 mmol) in dichloromethane (100 ml) under ice cooling and the mixture was stirred for 2 hours. After addition of ice-water, the organic layer was separated and washed with 1N hydrochloric acid and brine. The solvents were removed under reduced pressure and the residue was recrystallized from mixture of water (20 ml) and methanol (30 ml) to afford 2-chloro-N-phenethyl-acetamide (18.33 g, 93%).

후처리

  1. customthe organic layer was separated
  2. washwashed with 1N hydrochloric acid and brine
  3. customThe solvents were removed under reduced pressure
  4. customthe residue was recrystallized from mixture of water (20 ml) and methanol (30 ml)

출처 및 근거

ORD 기록
ord-cdd68044ea2b476f86677bb84ebdeb8d
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08569294B2

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