4-Chlorobenzoyl chloride → 4-(4-Chlorobenzamido)-phenylacetic acid

HRID 1277660노트

반응식

HRID 1277660 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=[O:10])=[CH:4][CH:3]=1.[Cl:12][C:13]1[CH:21]=[CH:20][C:16]([C:17](Cl)=[O:18])=[CH:15][CH:14]=1>[OH-].[Na+].CC(C)=O.O>[Cl:12][C:13]1[CH:21]=[CH:20][C:16]([C:17]([NH:1][C:2]2[CH:3]=[CH:4][C:5]([CH2:8][C:9]([OH:11])=[O:10])=[CH:6][CH:7]=2)=[O:18])=[CH:15][CH:14]=1

참가 물질

6

반응물 2

HCID 85014-Chlorobenzoyl chlorideHCID 145334-Aminophenylacetic acid

생성물 1

HCID 33670874-(4-Chlorobenzamido)-phenylacetic acid수율 29%

시약·촉매·용매 3

HCID 180Acetone용매2회HCID 962Water용매HCID 14798Sodium Hydroxide용매

실험 절차

7.6 g 4-Aminophenylacetic acid are dissolved in 50 ml 2 N aqueous sodium hydroxide solution and 50 ml acetone. A solution of 8.8 g 4-chlorobenzoyl chloride in 10 ml acetone is added dropwise thereto at 0° C. The reaction mixture is further stirred for 3 hours at ambient temperature, then diluted with water, filtered and the filtrate acidified with dilute hydrochloric acid. The precipitate obtained is reprecipitated via its sodium salt and recrystallized from ethanol. There are obtained 4.2 g (29% of theory) 4-(4-chlorobenzamido)-phenylacetic acid; m.p. 252° C.

후처리

  1. customat 0° C
  2. filtrationfiltered
  3. customThe precipitate obtained
  4. customis reprecipitated via its sodium salt
  5. customrecrystallized from ethanol

출처 및 근거

ORD 기록
ord-fe180ee47f264eed9baca6fcd913e0f5
출처 데이터셋
uspto-grants-1981_07
특허 번호
US04278680

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