4-(4-Aminophenyl)-4-oxobutanoic acid → 3-[p-(1-Chlorocyclopropylcarbonylamino)-benzoyl]-propionic acid

HRID 647808

反応式

HRID 647808 の反応式
[Cl:1][C:2]1([C:5](Cl)=[O:6])[CH2:4][CH2:3]1.[NH2:8][C:9]1[CH:21]=[CH:20][C:12]([C:13]([CH2:15][CH2:16][C:17]([OH:19])=[O:18])=[O:14])=[CH:11][CH:10]=1>O1CCCC1>[Cl:1][C:2]1([C:5]([NH:8][C:9]2[CH:10]=[CH:11][C:12]([C:13]([CH2:15][CH2:16][C:17]([OH:19])=[O:18])=[O:14])=[CH:20][CH:21]=2)=[O:6])[CH2:4][CH2:3]1

参加物

4

反応物 2

HCID 2432904-(4-Aminophenyl)-4-oxobutanoic acidHCID 10942508Cyclopropanecarbonyl chloride, 1-chloro-

生成物 1

HCID 204833713-[p-(1-Chlorocyclopropylcarbonylamino)-benzoyl]-propionic acid収率 49.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

3.9 g (28.1 millimoles) of 1-chlorocyclopropanecarboxylic acid chloride are added, with stirring, to 4.5 g (23.3 millimoles) of 3-(p-aminobenzoyl)-propionic acid in 100 ml of absolute tetrahydrofuran. The reaction mixture is then stirred for 20 hours at room temperature, followed by 7 hours under reflux. A small amount of solid is filtered off and discarded, and the filtrate is concentrated. The residue obtained is recrystallized from ethyl acetate, giving 3.4 g (49% of theory) of 3-[p-(1-chlorocyclopropylcarbonylamino)-benzoyl]-propionic acid as colorless crystals, of melting point 178°-179° C.

後処理

  1. waitfollowed by 7 hours
  2. temperatureunder reflux
  3. filtrationA small amount of solid is filtered off
  4. concentrationthe filtrate is concentrated
  5. customThe residue obtained
  6. customis recrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-74d38cc0253c41d886bfa8b64df79659
出典データセット
uspto-grants-1983_10
特許番号
US04410529

関連ノート

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