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

HRID 1706469ノート

反応式

HRID 1706469 の反応式
[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

参加物

6

反応物 2

HCID 85014-Chlorobenzoyl chlorideHCID 145334-Aminophenylacetic acid

生成物 1

HCID 33670874-(4-Chlorobenzamido)-phenylacetic acid収率 29%

試薬・触媒・溶媒 3

HCID 180Acetone溶媒2 回HCID 962Water溶媒HCID 14798Sodium Hydroxide溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-3c862badaef64b418633686316df0e81
出典データセット
uspto-grants-1980_06
特許番号
US04207341

反応ノート

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