Hydrochloric Acid → Donepezil Hydrochloride

HRID 1602840Notes

Reaction equation

HRID 1602840 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(OC(C)C)(C)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 7914Diisopropyl Ether

Product 1

HCID 5741Donepezil Hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
40 °C

Procedure

10.0 g of Donepezil was dissolved in 100 ml of ethanol under heating at 40° C. The solution was cooled to room temperature. 3.01 g of Concentrated hydrochloric acid was added hereinto at 20° C. inner temperature. The solution was set in an iced water bath. After 9 minutes stirring, 150 ml of isopropyl ether was added hereinto at 3° C. inner temperature. It continued stirring for 300 minutes in an iced water bath. Filtration of the separated crystals followed by drying afforded the title compound.

Workup

  1. temperatureThe solution was cooled to room temperature
  2. customThe solution was set in an iced water bath
  3. stirringIt continued stirring for 300 minutes in an iced water bath
  4. filtrationFiltration of the separated crystals
  5. customby drying

Sources & evidence

ORD record
ord-f31043bfe6204fb6a72e4237c9ad878c
Source dataset
uspto-grants-1999_11
Patent number
US05985864

Reaction notes

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