Dimethylformamide → 1-[(4-Methoxyphenoxy)carbonylmethyl]-4-(2,3,4-trimethoxybenzyl)piperazine

HRID 2291548

반응식

HRID 2291548 반응식
Cl.Cl.[CH3:3][O:4][C:5]1[C:17]([O:18][CH3:19])=[C:16]([O:20][CH3:21])[CH:15]=[CH:14][C:6]=1[CH2:7][N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1.Cl[CH2:23][C:24]([O:26][C:27]1[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[CH:29][CH:28]=1)=[O:25].C(=O)([O-])[O-].[K+].[K+].CN(C)C=O>O>[CH3:34][O:33][C:30]1[CH:31]=[CH:32][C:27]([O:26][C:24]([CH2:23][N:11]2[CH2:12][CH2:13][N:8]([CH2:7][C:6]3[CH:14]=[CH:15][C:16]([O:20][CH3:21])=[C:17]([O:18][CH3:19])[C:5]=3[O:4][CH3:3])[CH2:9][CH2:10]2)=[O:25])=[CH:28][CH:29]=1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 83201Trimetazidine DihydrochlorideHCID 5324604-Methoxyphenyl chloroacetate

생성물 1

HCID 30872131-[(4-Methoxyphenoxy)carbonylmethyl]-4-(2,3,4-trimethoxybenzyl)piperazine

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 1-(2,3,4-trimethoxybenzyl)piperazine dihydrochloride (prepared by the method disclosed in Japanese Patent First Publication (Kokai) No. 32889/1973) (17.0 g), 4-methoxyphenyl chloroacetate (prepared by the method disclosed in U.S. Pat. No. 3,657,318) (10 g), potassium carbonate (27.6 g) and N,N-dimethylformamide (200 ml) is stirred at 50° C. for 4 hours. To the reaction mixture is added water (400 ml), and the mixture is extracted with chloroform (400 ml). The organic layer is washed with water twice and dried over anhydrous magnesium sulfate. The solvent is distilled off under reduced pressure to give crude 1-[(4-methoxyphenoxy)carbonylmethyl]-4-(2,3,4-trimethoxybenzyl)piperazine (free base) (20 g) as an oily substance. This crude free base (20 g) is dissolved in ethanol (100 ml) and thereto is added a solution of hydrochloric acid in ethanol (10% w/w) (50 ml) and the precipitated crystals are separated by filtration. The crystals are recrystallized from methanol to give 1-[(4-methoxyphenoxy)carbonylmethyl]-4-(2,3,4-trimethoxybenzyl)piperazine dihydrochloride (11.5 g) as colorless crystals.

후처리

  1. customprepared by the method
  2. extractionthe mixture is extracted with chloroform (400 ml)
  3. washThe organic layer is washed with water twice
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationThe solvent is distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-695588021603439ab277012198bced55
출처 데이터셋
uspto-grants-1989_01
특허 번호
US04797400

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