4-Chlorobenzoyl chloride → Methyl 4-{[(4-chlorobenzoyl)amino]methyl}benzoate

HRID 642090

反応式

HRID 642090 の反応式
[NH2:1][CH2:2][C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][CH:4]=1.[Cl:13][C:14]1[CH:22]=[CH:21][C:17]([C:18](Cl)=[O:19])=[CH:16][CH:15]=1>C(Cl)Cl>[Cl:13][C:14]1[CH:22]=[CH:21][C:17]([C:18]([NH:1][CH2:2][C:3]2[CH:4]=[CH:5][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:11][CH:12]=2)=[O:19])=[CH:16][CH:15]=1

参加物

4

反応物 2

HCID 85014-Chlorobenzoyl chlorideHCID 571728Methyl 4-(aminomethyl)benzoate

生成物 1

HCID 60409609Methyl 4-{[(4-chlorobenzoyl)amino]methyl}benzoate収率 60%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a stirred solution of methyl 4-(aminomethyl)benzoate (75 g, 0.46 mol) and TEA (315 mL, 2.27 mol) in anhydrous DCM (1.5 L) was added a solution of freshly prepared 4-chloro benzoyl chloride (0.91 mol) in DCM (400 mL). The resulting mixture was allowed to stir for 12 hrs. The reaction was quenched with a 10% aqueous solution of sodium hydrogenocarbonate. The organic layer was washed with a 1.5N HCl solution and water. After drying over MgSO4 and evaporation of the solvent in vacuo, a solid was obtained. Recrystallization form MeOH gave the title compound (80 g) in a 60% yield as a white powder.

後処理

  1. customThe reaction was quenched with a 10% aqueous solution of sodium hydrogenocarbonate
  2. washThe organic layer was washed with a 1.5N HCl solution and water
  3. dry with materialAfter drying over MgSO4 and evaporation of the solvent in vacuo
  4. customa solid was obtained
  5. customRecrystallization
  6. customform MeOH

出典と根拠

ORDレコード
ord-018a57b570714f0d83f16d6d6baeab08
出典データセット
uspto-grants-2010_04
特許番号
US07696231B2

関連ノート

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