Acetone → Donepezil Hydrochloride

HRID 1602830Notes

Reaction equation

HRID 1602830 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[CH2:14][CH:13]([CH2:15][CH:16]3[CH2:21][CH2:20][N:19]([CH2:22][C:23]4[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=4)[CH2:18][CH2:17]3)[C:11](=[O:12])[C:6]2=[CH:7][C:8]=1[O:9][CH3:10].[ClH:29].CC(C)=O>CO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[CH2:14][CH:13]([CH2:15][CH:16]3[CH2:17][CH2:18][N:19]([CH2:22][C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)[CH2:20][CH2:21]3)[C:11](=[O:12])[C:6]2=[CH:7][C:8]=1[O:9][CH3:10].[ClH:29]

Participants

5

Reactant 3

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 3152Donepezil

Product 1

HCID 5741Donepezil HydrochlorideYield 40.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Conditions

Temperature
40 °C

Procedure

1.0 g of Donepezil was dissolved in 4 ml of methanol under heating at 40° C. The solution was cooled in an iced water bath. 0.31 g of Concentrated hydrochloric acid in 1 ml of methanol was added hereinto at 7° C. inner temperature. After 5 minutes stirring, 30 ml of acetone was added hereinto successively. It continued stirring for 1 hour in an iced water bath. Filtration of the separated crystals followed by drying afforded 0.44 g of the title compound. (water content: 0.11%)

Workup

  1. temperatureThe solution was cooled in an iced water bath
  2. stirringIt continued stirring for 1 hour in an iced water bath
  3. filtrationFiltration of the separated crystals
  4. customby drying

Sources & evidence

ORD record
ord-1e8c5dfa564e4b68ba4b06a2042c2462
Source dataset
uspto-grants-1999_11
Patent number
US05985864

Reaction notes

Loading…