1-(4-Chlorophenyl)-2-[(3-oxo-1-azabicyclo[2.2.2]oct-2-yl)methyl]-1,3-butanedione hydrochloride → 2-[3-(4-Chlorophenyl)-3-oxopropyl]-1-azabicyclo[2.2.2]octan-3-one hydrochloride

HRID 745556Notes

Reaction equation

HRID 745556 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](=[O:24])[CH:10]([CH2:14][CH:15]2[C:20](=[O:21])[CH:19]3[CH2:22][CH2:23][N:16]2[CH2:17][CH2:18]3)C(=O)C)=[CH:5][CH:4]=1>Cl>[ClH:2].[Cl:2][C:3]1[CH:4]=[CH:5][C:6]([C:9](=[O:24])[CH2:10][CH2:14][CH:15]2[C:20](=[O:21])[CH:19]3[CH2:22][CH2:23][N:16]2[CH2:17][CH2:18]3)=[CH:7][CH:8]=1

Participants

3

Reactant 1

HCID 139715381-(4-Chlorophenyl)-2-[(3-oxo-1-azabicyclo[2.2.2]oct-2-yl)methyl]-1,3-butanedione hydrochloride

Product 1

HCID 139715282-[3-(4-Chlorophenyl)-3-oxopropyl]-1-azabicyclo[2.2.2]octan-3-one hydrochloride

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

Reflux 105.28 g (0.28 mole) 1-(4-chlorophenyl)-2-[(3-oxo-1-azabicyclo[2.2.2]oct-2-yl)methyl]-1,3-butanedione hydrochloride in 500 ml concentrated hydrochloric acid for 5 hours. Stir with mechanical stirrer. Chill the reaction mixture in an ice bath and collect the title compound via filtration.

Workup

  1. temperatureChill the reaction mixture in an ice bath
  2. customcollect the title compound
  3. filtrationvia filtration

Sources & evidence

ORD record
ord-891fb239864b41c38ac60bb339181067
Source dataset
uspto-grants-1986_07
Patent number
US04599344

Reaction notes

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