Hydrochloric Acid → 4'-tert-Butyl-4-[4-(diphenylmethylene)piperidino]butyrophenone hydrochloride

HRID 1448499Notes

Reaction equation

HRID 1448499 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11](=[O:35])[CH2:12][CH2:13][CH2:14][N:15]2[CH2:20][CH2:19][CH:18]([C:21](O)([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)[C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH2:17][CH2:16]2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[ClH:36].O>C(O)CCC>[ClH:36].[C:1]([C:5]1[CH:6]=[CH:7][C:8]([C:11](=[O:35])[CH2:12][CH2:13][CH2:14][N:15]2[CH2:20][CH2:19][C:18](=[C:21]([C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=3)[C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH2:17][CH2:16]2)=[CH:9][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 393804'-tert-Butyl-4-(4-(hydroxybenzhydryl)piperidino)butyrophenone

Product 1

HCID 203799914'-tert-Butyl-4-[4-(diphenylmethylene)piperidino]butyrophenone hydrochloride

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A mixture of 30 g (0.059 mole) of 4'-tert-butyl-4-[4-(α-hydroxy-α-phenylbenzyl)piperidino]butyrophenone, 400 ml of 37% HCl, 200 ml of water and 100 ml of n-butanol was refluxed for one and one-half hours after which the solvent and excess acid were removed. The remaining residue was recrystallized from toluene to give the desired product, M.P. 223.5°-225.5° C.

Workup

  1. temperaturewas refluxed for one and one-half hours after which the solvent and excess acid
  2. customwere removed
  3. customThe remaining residue was recrystallized from toluene

Sources & evidence

ORD record
ord-c412664f01134b2db0f43985711b7f01
Source dataset
uspto-grants-1979_12
Patent number
US04180583

Reaction notes

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