Cyclopropanecarbonyl chloride → 3-(p-Cyclopropylcarbonylaminobenzoyl)-propionic acid

HRID 647801

反応式

HRID 647801 の反応式
[CH:1]1([C:4](Cl)=[O:5])[CH2:3][CH2:2]1.[NH2:7][C:8]1[CH:20]=[CH:19][C:11]([C:12]([CH2:14][CH2:15][C:16]([OH:18])=[O:17])=[O:13])=[CH:10][CH:9]=1>O1CCCC1>[CH:1]1([C:4]([NH:7][C:8]2[CH:9]=[CH:10][C:11]([C:12]([CH2:14][CH2:15][C:16]([OH:18])=[O:17])=[O:13])=[CH:19][CH:20]=2)=[O:5])[CH2:3][CH2:2]1

参加物

4

反応物 2

HCID 77637Cyclopropanecarbonyl chlorideHCID 2432904-(4-Aminophenyl)-4-oxobutanoic acid

生成物 1

HCID 204833763-(p-Cyclopropylcarbonylaminobenzoyl)-propionic acid収率 75.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

3.2 g (30.6 millimoles) of cyclopropanecarboxylic acid chloride, dissolved in 20 ml of absolute tetrahydrofuran, are added dropwise, at room temperature, to a stirred solution of 5.0 g (25.9 millimoles) of 3-(p-aminobenzoyl)-propionic acid in 100 ml of absolute tetrahydrofuran; a precipitate forms. The reaction mixture is then kept for 7 hours under reflux. The product is filtered off at 10° C., washed with water and dried under reduced pressure at 50° C. 5.1 g (75% of theory) of 3-(p-cyclopropylcarbonylaminobenzoyl)-propionic acid are obtained as yellow crystals, of melting point 229°-230° C. (after recrystallization from ethanol/water).

後処理

  1. temperatureunder reflux
  2. filtrationThe product is filtered off at 10° C.
  3. washwashed with water
  4. customdried under reduced pressure at 50° C

出典と根拠

ORDレコード
ord-b104b6f4303643c3adab0bfd71c1569e
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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