Hydrochloric Acid → Donepezil Hydrochloride

HRID 1602811Notes

Reaction equation

HRID 1602811 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(OCC)C>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

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3152DonepezilHCID 3283Diethyl Ether

Product 1

HCID 5741Donepezil Hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

308 g of Donepezil was dissolved in 700 ml of ethanol. Under stirring, 230 ml of 10%-hydrogen chloride in ethanol solution and 5000 ml of diethyl ether were added successively. Filtration of the crystals and drying at 50° C. for 1 hour, then at 60° C. for 30 minutes, then at 85° C. for 12 hours afforded 269 g of the title compound.

Workup

  1. filtrationFiltration of the crystals
  2. customdrying at 50° C. for 1 hour

Sources & evidence

ORD record
ord-38cf83db731647d384b93324bcd6d503
Source dataset
uspto-grants-1999_11
Patent number
US05985864

Reaction notes

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