Hydrochloric Acid → Donepezil Hydrochloride

HRID 1602810Notes

Reaction equation

HRID 1602810 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 HydrochlorideYield 82.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

10 g of Donepezil was dissolved in 100 ml of ethanol under heating. Under stirring, 150 ml of a mixture of concentrated hydrochloric acid (3.1 g) and ethanol (28 ml) was added, followed by addition of 150 ml of diisopropyl ether. Filtration of the crystals after 15 minutes from the separation and drying under atmosphere afforded 9.0 g of the title compound with a yield of 82.1% and melting point of 224-226° C. (Decomposition).

Workup

  1. temperatureunder heating
  2. filtrationFiltration of the crystals after 15 minutes
  3. customfrom the separation
  4. customdrying under atmosphere

Sources & evidence

ORD record
ord-9689296fcdfa45ef967c354fb2e5e87d
Source dataset
uspto-grants-1999_11
Patent number
US05985864

Reaction notes

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