Hydrochloric Acid → HCID 20380009, compound

HRID 1448496Notes

Reaction equation

HRID 1448496 reaction equation
[ClH:1].O[C:3]([CH:16]1[CH2:21][CH2:20][N:19]([CH2:22][CH2:23][CH2:24][C:25]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[O:26])[CH2:18][CH2:17]1)([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.Cl>CC(=O)CC>[ClH:1].[C:4]1([C:3]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[C:16]2[CH2:17][CH2:18][N:19]([CH2:22][CH2:23][CH2:24][C:25]([C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)=[O:26])[CH2:20][CH2:21]2)[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 20380010HCID 20380010, compound

Product 1

HCID 20380009HCID 20380009, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

To 22.5 g (0.05 mole) of 4-[4-(α-hydroxy-α-phenylbenzyl)piperidino]butyrophenone hydrochloride in 300 ml of butanone was added 200 ml of concentrated HCl. The mixture was refluxed with stirring for 2 hours then allowed to stir overnight at room temperature. The mixture was refluxed with stirring an additional 2 hours after which the solvent was removed. The remaining residue was recrystallized from butanone and butanone-diethyl ether to give the desired product, M.P. 160°-161.5° C.

Workup

  1. temperatureThe mixture was refluxed
  2. stirringto stir overnight at room temperature
  3. temperatureThe mixture was refluxed
  4. stirringwith stirring an additional 2 hours after which the solvent
  5. customwas removed
  6. customThe remaining residue was recrystallized from butanone and butanone-diethyl ether

Sources & evidence

ORD record
ord-46f028af43c04bf798f137fb5bb9f8fd
Source dataset
uspto-grants-1979_12
Patent number
US04180583

Reaction notes

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