Water → Methyl 4-(4-methoxycinnamoyl)-1(3,4,5-trimethoxybenzoyl)piperazine-2-carboxylate

HRID 358779ノート

反応式

HRID 358779 の反応式
[CH3:1][O:2][C:3]1[CH:13]=[CH:12][C:6]([CH:7]=[CH:8][C:9](Cl)=[O:10])=[CH:5][CH:4]=1.[CH3:14][O:15][C:16]1[CH:17]=[C:18]([CH:31]=[C:32]([O:36][CH3:37])[C:33]=1[O:34][CH3:35])[C:19]([N:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH:22]1[C:27]([O:29][CH3:30])=[O:28])=[O:20].C(N(CC)CC)C.O>ClCCl>[CH3:1][O:2][C:3]1[CH:13]=[CH:12][C:6]([CH:7]=[CH:8][C:9]([N:24]2[CH2:25][CH2:26][N:21]([C:19](=[O:20])[C:18]3[CH:17]=[C:16]([O:15][CH3:14])[C:33]([O:34][CH3:35])=[C:32]([O:36][CH3:37])[CH:31]=3)[CH:22]([C:27]([O:29][CH3:30])=[O:28])[CH2:23]2)=[O:10])=[CH:5][CH:4]=1

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 20066654Methyl 1-(3,4,5-trimethoxybenzoyl)piperazine-2-carboxylateHCID 534017724-Methoxycinnamic acid chloride

生成物 1

HCID 53878437Methyl 4-(4-methoxycinnamoyl)-1(3,4,5-trimethoxybenzoyl)piperazine-2-carboxylate収率 78.9%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of 4-methoxy cinnamoyl chloride (0.3 g) in dichloromethane (4 ml) is added dropwise, taking 3 minutes at 0 ° C while stirring, to a mixture of methyl 1-(3,4,5-trimethoxybenzoyl)piperazine-2-carboxylate (0.57 g), triethylamine (0.4 g) and dichloromethane (12 ml). The reaction mixture is stirred for 30 minutes at room temperature, and then poured into water, followed by extraction with dichloromethane. The organic layer is washed with dilute hydrochloric acid, an aqueous solution of sodium hydrogencarbonate and water, successively, then the solvent is distilled off. The residue is purified by means of a silica gel column chromatography to give methyl 4-(4-methoxycinnamoyl)-1(3,4,5-trimethoxybenzoyl)piperazine-2-carboxylate (0.6 g) as a colorless oily product. This product is processed with ethyl ether to give colorless powder

後処理

  1. extractionfollowed by extraction with dichloromethane
  2. washThe organic layer is washed with dilute hydrochloric acid
  3. distillationan aqueous solution of sodium hydrogencarbonate and water, successively, then the solvent is distilled off
  4. customThe residue is purified by means of a silica gel column chromatography

出典と根拠

ORDレコード
ord-c6b2a9131e5340c2968dee10804eb67d
出典データセット
uspto-grants-1991_03
特許番号
US04997836

反応ノート

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