Hydrochloric Acid → Donepezil Hydrochloride

HRID 1602812Notes

Reaction equation

HRID 1602812 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 95.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

59 g of Donepezil was dissolved in 590 ml of ethanol. Under cooling in a bath containing ice water, 17.8 g of concentrated hydrochloric acid and 885 ml of diisopropyl ether were added successively. After stirring over night at room temperature, filtration of the crystals and drying at 55° C. for 22 hours afforded 62 g of the title compound.

Workup

  1. temperatureUnder cooling in a bath
  2. additionwere added successively
  3. filtrationfiltration of the crystals
  4. customdrying at 55° C. for 22 hours

Sources & evidence

ORD record
ord-3c18670df8b84312b23c037589695772
Source dataset
uspto-grants-1999_11
Patent number
US05985864

Reaction notes

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