Hydrochloric Acid → Donepezil Hydrochloride

HRID 1602829Notes

Reaction equation

HRID 1602829 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(Cl)Cl>[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

4

Reactant 2

HCID 313Hydrochloric AcidHCID 3152Donepezil

Product 1

HCID 5741Donepezil Hydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4.0 g of Donepezil was dissolved in 20 ml of methylene chloride at 18° C. The solution was cooled in an iced water bath. Hydrogen chloride gas was blown hereinto at 4° C. inner temperature, until the atmosphere turns acidic. Argon gas was blown hereinto. After stirring for 2 hours in an iced water bath, filtration of the separated crystals followed by drying afforded 4.09 g of the title compound. (water content: 0.81%)

Workup

  1. temperatureThe solution was cooled in an iced water bath
  2. customwas blown hereinto at 4° C. inner temperature, until the atmosphere
  3. filtrationfiltration of the separated crystals
  4. customby drying

Sources & evidence

ORD record
ord-956b684eee68425997c65636ebac5599
Source dataset
uspto-grants-1999_11
Patent number
US05985864

Reaction notes

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