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

HRID 358779노트

반응식

HRID 358779 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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

후처리

  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

출처 및 근거

ORD 기록
ord-c6b2a9131e5340c2968dee10804eb67d
출처 데이터셋
uspto-grants-1991_03
특허 번호
US04997836

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