1-Acetylpiperidine-4-carbonyl chloride → 4-(4-Methylphenyl)piperidine hydrochloride

HRID 867005Notes

Reaction equation

HRID 867005 reaction equation
C([N:4]1[CH2:12][CH2:11][CH:7]([C:8]([Cl:10])=O)[CH2:6][CH2:5]1)(=O)C.[Cl-].[Al+3].[Cl-].[Cl-]>C1(C)C=CC=CC=1>[ClH:10].[C:7]1([CH3:8])[CH:11]=[CH:12][C:8]([CH:7]2[CH2:6][CH2:5][NH:4][CH2:12][CH2:11]2)=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 1009501-Acetylpiperidine-4-carbonyl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 203515434-(4-Methylphenyl)piperidine hydrochloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

By following the manipulative procedures described above in Examples 1(c) and (d), 1-acetylisonipecotoyl chloride, Example 1(b), toluene, and aluminum chloride are reacted to produce 4-(4-toluyl)piperidine hydrochloride. The salt is recrystallized thrice from a methanol-ether mixture (one charcoal treatment) to give colorless needles. mp 275°-277° C., (dec.).

Workup

  1. customare reacted

Sources & evidence

ORD record
ord-4d16245276db4facaccbd39aba5c08fe
Source dataset
uspto-grants-1978_07
Patent number
US04101663

Reaction notes

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