Benzyl Chloride → Donepezil

HRID 1645382

反応式

HRID 1645382 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[C:8](=[O:14])[CH:7]([CH2:15][CH:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1)[CH2:6]2.[CH2:22](Cl)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O.[I-].C([N+](CCCC)(CCCC)CCCC)CCC.O>[CH2:22]([N:19]1[CH2:20][CH2:21][CH:16]([CH2:15][CH:7]2[CH2:6][C:5]3[C:9](=[CH:10][C:11]([O:12][CH3:13])=[C:3]([O:2][CH3:1])[CH:4]=3)[C:8]2=[O:14])[CH2:17][CH2:18]1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

参加物

7

反応物 3

HCID 7503Benzyl ChlorideHCID 11430Potassium CarbonateHCID 10446897Desbenzyl donepezil

生成物 1

HCID 3152Donepezil

試薬・触媒・溶媒 3

HCID 67553Tetrabutylammonium Iodide触媒HCID 180Acetone溶媒HCID 962Water溶媒

反応条件

温度
60 °C

実験手順

4-[(5,6-Dimethoxy-1-indanon-2-yl)methyl]piperidine (4 g) was taken in acetone (60 ml). To which benzyl chloride (1.92 g), potassium carbonate (2.28 g) and a catalytic quantity of tetrabutylammonium iodide (TBAI) were added. The reaction mixture was heated at 60° C. and reaction was monitored on TLC. Solvent was removed by distillation after reaction completion and the residue was taken in water and extracted with ethyl acetate (100 ml). The organic extract was acidified with cone. HCl. The solvent was evaporated under vacuum to yield the salt as a residue. Yield: 5.14 g.

後処理

  1. customreaction
  2. customSolvent was removed by distillation
  3. customafter reaction completion
  4. extractionextracted with ethyl acetate (100 ml)
  5. extractionThe organic extract
  6. customThe solvent was evaporated under vacuum
  7. customto yield the salt as a residue

出典と根拠

ORDレコード
ord-7fca73cdba884ff9b8ca8b216c86ef8c
出典データセット
uspto-grants-2012_02
特許番号
US08124783B2

関連ノート

読み込み中…