2,3,4-Trimethoxybenzaldehyde → 2-[4-(2,3,4-Trimethoxybenzyl)-1-piperazinyl]-5-n-propylbenzenesulfonic acid

HRID 344665ノート

反応式

HRID 344665 の反応式
C([BH3-])#N.[Na+].[N:5]1([C:11]2[CH:16]=[CH:15][C:14]([CH2:17][CH2:18][CH3:19])=[CH:13][C:12]=2[S:20]([OH:23])(=[O:22])=[O:21])[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1.[CH3:24][O:25][C:26]1[C:33]([O:34][CH3:35])=[C:32]([O:36][CH3:37])[CH:31]=[CH:30][C:27]=1[CH:28]=O>CO.[Cl-].[Zn+2].[Cl-]>[CH3:24][O:25][C:26]1[C:33]([O:34][CH3:35])=[C:32]([O:36][CH3:37])[CH:31]=[CH:30][C:27]=1[CH2:28][N:8]1[CH2:9][CH2:10][N:5]([C:11]2[CH:16]=[CH:15][C:14]([CH2:17][CH2:18][CH3:19])=[CH:13][C:12]=2[S:20]([OH:23])(=[O:21])=[O:22])[CH2:6][CH2:7]1

参加物

6

反応物 3

HCID 750062,3,4-TrimethoxybenzaldehydeHCID 30273132-(1-Piperazinyl)-5-n-propylbenzenesulfonic acidHCID 5003444Sodium cyanoborohydride

生成物 1

HCID 103222122-[4-(2,3,4-Trimethoxybenzyl)-1-piperazinyl]-5-n-propylbenzenesulfonic acid収率 59.7%

試薬・触媒・溶媒 2

HCID 3007855Zincchloride触媒HCID 887Methanol溶媒

実験手順

Into a solution of 0.10 g of sodium cyanoborohydride dissolved in 2 ml of a methanol solution was added 0.10 g of zinc chloride, and the mixture was stirred for 5 minutes. Then, 0.40 g of 2-(1-piperazinyl)-5-n-propylbenzenesulfonic acid and 0.58 g of 2,3,4-trimethoxybenzaldehyde were added to carry out the reaction at room temperature for 2 hours. The organic layer was extracted by addition of an aqueous sodium chloride and tetrahydrofuran, and after evaporation of tetrahydrofuran under reduced pressure from the extract, the residue was purified by silicagel column chromatography (eluant:chloroform: methanol:acetic acid=500:100:6) to give 0.39 g (yield: 58.5%) of the above title product as a glassy solid.

後処理

  1. customthe reaction at room temperature for 2 hours
  2. extractionThe organic layer was extracted by addition of an aqueous sodium chloride and tetrahydrofuran
  3. customafter evaporation of tetrahydrofuran under reduced pressure from the extract
  4. customthe residue was purified by silicagel column chromatography (eluant:chloroform: methanol:acetic acid=500:100:6)

出典と根拠

ORDレコード
ord-f712bf46adec498eb2049a7584260849
出典データセット
uspto-grants-1991_10
特許番号
US05053409

反応ノート

読み込み中…