Hydrochloric Acid → Donepezil Hydrochloride

HRID 1714124Notes

Reaction equation

HRID 1714124 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]>C(O)C>[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

4

Reactant 2

HCID 313Hydrochloric Acid2×HCID 3152Donepezil

Product 1

HCID 5741Donepezil HydrochlorideYield 95.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

After completing the hydrogenation, the catalyst was removed from the reaction solution followed by concentration. To the concentrated residue, 91 ml of ethanol was added to obtain a solution. Subsequently, the solution was crystallized under stirring. Precipitated crystals were filtered out, and then dried to obtain 10.4 g of donepezil. The obtained donepezil (10.3 g) was dissolved in 83 ml of ethanol. To the mixture, 3.1 g of concentrated hydrochloric acid was added under stirring, and the mixture was converted into its hydrochloride. The precipitated crystals were filtered out, and then dried to obtain 10.8 g of donepezil hydrochloride.

Workup

  1. filtrationThe precipitated crystals were filtered out
  2. customdried

Sources & evidence

ORD record
ord-7da4c992f28e4e828c6a378abea8166d
Source dataset
uspto-grants-2010_09
Patent number
US07795438B2

Reaction notes

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