Aluminum(III) Chloride → HCID 215604, compound

HRID 2397633Notes

Reaction equation

HRID 2397633 reaction equation
[CH:1]([N:5]1[CH2:10][CH2:9][C:8]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)(O)[CH:7](C(=O)C2C=CC=CC=2)[CH2:6]1)([CH2:3][CH3:4])[CH3:2].[Cl-].[Al+3].[Cl-].[Cl-]>C1C=CC=CC=1>[CH:1]([N:5]1[CH2:10][CH2:9][C:8]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:7][CH2:6]1)([CH2:3][CH3:4])[CH3:2]

Participants

4

Reactant 2

HCID 6451240Aluminum(III) ChlorideHCID 131710705HCID 131710705, compound

Product 1

HCID 215604HCID 215604, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

When proceeding as described in Example 2, but replacing 1-methyl-3-benzoyl-4-hydroxy-4-phenylpiperidine (used as starting material in said example) by 1-secondary butyl-3-benzoyl-4-phenyl-4-hydroxypiperidine and reacting 25 g. thereof with benzene in the presence of aluminum chloride, 17 g. of the crude base 1-secondary butyl-4,4-diphenylpiperidine are obtained. The crude base is not purified by distillation in a high vacuum but by adding ether saturated with hydrogen chloride to its solution in acetic acid ethyl ester. Thereby, the crystalline hydrochloride is precipitated. It melts at 242° to 245° C. (with decomposition) after recrystallization from acetic acid ethyl ester.

Sources & evidence

ORD record
ord-17fd6dbc691847088c87901801a32c0b
Source dataset
uspto-grants-1977_05
Patent number
US04022786

Reaction notes

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