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

HRID 2291548

反応式

HRID 2291548 の反応式
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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-695588021603439ab277012198bced55
出典データセット
uspto-grants-1989_01
特許番号
US04797400

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