Aluminum(III) Chloride → 4,4-Diphenyl-1-piperidinepropanol

HRID 2397637Notes

Reaction equation

HRID 2397637 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][C:8](O)([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:7](C(=O)C2C=CC=CC=2)[CH2:6]1.[Cl-].[Al+3].[Cl-].[Cl-]>C1C=CC=CC=1>[OH:1][CH2:2][CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][C:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:7][CH2:6]1

Participants

4

Reactant 2

HCID 6451240Aluminum(III) ChlorideHCID 214361081-(3-Hydroxypropyl)-3-benzoyl-4-hydroxy-4-phenylpiperidine

Product 1

HCID 104022594,4-Diphenyl-1-piperidinepropanol

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-(3-hydroxypropyl)-3-benzoyl-4-hydroxy-4-phenylpiperidine and reacting 80 g. thereof with benzene in the presence of aluminum chloride, 50 g. of 1-(3-hydroxypropyl)-4,4-diphenylpiperidine are obtained. The boiling point of said crude base is from 173° to 182° C./0.01 mm. Hg. Its hydrochloride has a melting point of 233° to 234.5° C.

Sources & evidence

ORD record
ord-d7a12b1fba44474fa2c0b700c1442f23
Source dataset
uspto-grants-1977_05
Patent number
US04022786

Reaction notes

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