Dimethylamine, hydrochloride → 3-(4-bromophenyl)-N,N-dimethylpropanamide

HRID 230624

반응식

HRID 230624 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]([OH:12])=O)=[CH:4][CH:3]=1.[C:13](N1C=CN=C1)([N:15]1C=CN=[CH:16]1)=O.Cl.CNC.C(N(C(C)C)CC)(C)C>ClCCl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]([N:15]([CH3:16])[CH3:13])=[O:12])=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 10473Dimethylamine, hydrochlorideHCID 682631,1'-CarbonyldiimidazoleHCID 81531DiisopropylethylamineHCID 27356093-(4-Bromophenyl)propionic acid

생성물 1

HCID 577628213-(4-bromophenyl)-N,N-dimethylpropanamide수율 87%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 3-(4-bromophenyl)propionic acid (1.0 g, 4.37 mmol) in dichloromethane (30 ml) was treated in one portion with solid 1,1′-carbonyldiimidazole (707 mg, 4.36 mmol). This mixture was allowed to stir at room temperature for 15 minutes. Dimethylamine hydrochloride (360 mg, 4.42 mmol) was then added followed by diisopropylethylamine (0.76 ml, 4.4 mmol) and the stirring continued for 1 hour at room temperature. The reaction mixture was partitioned between dichloromethane and saturated sodium bicarbonate solution. The organic layer was dried over sodium sulphate and evaporated under reduced pressure to give the title compound as a colourless oil (972 mg, 87%).

후처리

  1. waitthe stirring continued for 1 hour at room temperature
  2. customThe reaction mixture was partitioned between dichloromethane and saturated sodium bicarbonate solution
  3. dry with materialThe organic layer was dried over sodium sulphate
  4. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-5afa863fe97e47039bb77d383870622a
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07566735B2

연결된 노트

불러오는 중…