Triethylamine → N-(2,4-Dichlorophenyl)-3-(phenylmethoxy)benzeneacetamide

HRID 1180183노트

반응식

HRID 1180183 반응식
[Cl:1][C:2]1[CH:8]=[C:7]([Cl:9])[CH:6]=[CH:5][C:3]=1[NH2:4].[C:10]1([CH2:16][O:17][C:18]2[CH:19]=[C:20]([CH2:24][C:25](Cl)=[O:26])[CH:21]=[CH:22][CH:23]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C(N(CC)CC)C.C(=O)(O)[O-].[Na+]>ClCCl>[Cl:1][C:2]1[CH:8]=[C:7]([Cl:9])[CH:6]=[CH:5][C:3]=1[NH:4][C:25](=[O:26])[CH2:24][C:20]1[CH:21]=[CH:22][CH:23]=[C:18]([O:17][CH2:16][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:19]=1

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 111232,4-DichloroanilineHCID 516892Sodium BicarbonateHCID 118178352-[3-(Phenylmethoxy)phenyl]acetyl Chloride

생성물 1

HCID 23440745N-(2,4-Dichlorophenyl)-3-(phenylmethoxy)benzeneacetamide수율 70%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of 2,4-dichloroaniline (2.67 g, 0.0165 mol) in dichloromethane (20 ml) was slowly added a solution of 2-[3-(phenylmethoxy)phenyl]acetyl chloride (3.84 g, 0.015 mol) in dichloromethane (10 ml). After stirring for three hours, triethylamine (2 ml, 0.015 mol) was added to the reaction and the reaction was allowed to stir overnight. To the reaction was added an aqueous solution of sodium bicarbonate. The mixture was extracted with dichloromethane. The organic layer was washed with brine, dried over MgSO4, filtered and concentrated. The solid was triturated with ether and hexane, then filtered to provide the title compound (4.0 g, 70% yield): ES-MS (m/z) 372 [M+H]+.

후처리

  1. stirringto stir overnight
  2. extractionThe mixture was extracted with dichloromethane
  3. washThe organic layer was washed with brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe solid was triturated with ether and hexane
  8. filtrationfiltered

출처 및 근거

ORD 기록
ord-64da6d1a3a6a429cb3e07652512ce815
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07279489B2

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