Benzyl Chloride → Donepezil

HRID 1645382노트

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HRID 1645382 반응식
[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

참가 물질

7

반응물 3

HCID 7503Benzyl ChlorideHCID 11430Potassium CarbonateHCID 10446897Desbenzyl donepezil

생성물 1

HCID 3152Donepezil

시약·촉매·용매 3

HCID 67553Tetrabutylammonium Iodide촉매HCID 180Acetone용매HCID 962Water용매

반응 조건

온도
60 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7fca73cdba884ff9b8ca8b216c86ef8c
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08124783B2

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