Hydrochloric Acid → HCID 70607438, compound

HRID 1448500Notes

Reaction equation

HRID 1448500 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8](O)[CH2:9][CH2:10][CH2:11][N:12]2[CH2:17][CH2:16][CH:15]([C:18](O)([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH2:14][CH2:13]2)=[CH:4][CH:3]=1.[ClH:33].O>C(O)CCC>[ClH:33].[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[CH:9][CH2:10][CH2:11][N:12]2[CH2:17][CH2:16][C:15](=[C:18]([C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)[C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=3)[CH2:14][CH2:13]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 19937427HCID 19937427, compound

Product 1

HCID 70607438HCID 70607438, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A mixture of 10 g (0.02 mole) of α-(p-bromophenyl)-4-(α-hydroxy-α-phenylbenzyl)-1-piperidinebutanol, 150 ml of conentrated HCl, 150 ml of water and 50 ml of n-butanol was heated for 2 hours at reflux. The solvent was removed under vacuum, and the remaining residue was recrystallized from ethyl acetate to give the desired product, M.P. 215°-217° C. Alternatively, the title compound may be prepared by a similar acid dehydration reaction of α-(p-bromophenyl)-4-(diphenylmethylene)-1-(piperidinebutanol hydrochloride, M.P. 215°-217° C.

Workup

  1. temperaturewas heated for 2 hours
  2. temperatureat reflux
  3. customThe solvent was removed under vacuum
  4. customthe remaining residue was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-fc5feefcf24c4432ac4a1f093d53235e
Source dataset
uspto-grants-1979_12
Patent number
US04180583

Reaction notes

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