4-Phenylpiperidin-4-ol → 4,4-Diphenylpiperidine hydrochloride

HRID 2397634Notes

Reaction equation

HRID 2397634 reaction equation
[C:1]1([C:7]2(O)[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl-:14].[Al+3].[Cl-].[Cl-]>C1C=CC=CC=1>[ClH:14].[C:1]1([C:7]2([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 963874-Phenylpiperidin-4-olHCID 6451240Aluminum(III) Chloride

Product 1

HCID 30475044,4-Diphenylpiperidine hydrochloride

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

When proceeding as described in Example 1, but replacing 1-methyl-4-hydroxy-4-phenylpiperidine (used as starting material in said example) by 4-phenyl-4-hydroxypiperidine and reacting 17.8 g. thereof with benzene in the presence of aluminum chloride, 12.0 g. of 4,4-diphenylpiperidine hydrochloride are obtained. Said hydrochloride melts at 300° C. (with decomposition) after recrystallization from a mixture of ethanol and isopropanol. The 4,4-diphenylpiperidine base melts at 70° to 72° C.

Sources & evidence

ORD record
ord-5761d567ceff41ba94a1b67011f357d2
Source dataset
uspto-grants-1977_05
Patent number
US04022786

Reaction notes

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