Hydrochloric Acid → Donepezil Hydrochloride

HRID 1602806Notes

Reaction equation

HRID 1602806 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 85.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

10 g of Donepezil was dissolved in 100 ml of ethanol under heating. Under stirring, a mixture of concentrated hydrochloric acid (3.1 g) and ethanol (28 ml) was added hereinto, 7; followed by addition of 150 ml of diisopropyl ether. Filtration of the crystals after 10 seconds from the separation and drying under atmosphere afforded 9.36g of the title compound with a yield of 85.4%, a water content of 5.17% and melting point of 225-226° C. (Decomposition).

Workup

  1. temperatureunder heating
  2. additionwas added hereinto, 7
  3. filtrationFiltration of the crystals after 10 seconds
  4. customfrom the separation
  5. customdrying under atmosphere

Sources & evidence

ORD record
ord-82f3fe1058584fcd86662d9f2e092cd2
Source dataset
uspto-grants-1999_11
Patent number
US05985864

Reaction notes

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