5-(3-Fluorophenyl)-1,2,3,6-tetrahydro-1-(phenylmethyl)pyridine hydrochloride → 3-(3-Fluorophenyl)piperidine--hydrogen chloride (1/1)

HRID 486443Notes

Reaction equation

HRID 486443 reaction equation
[ClH:1].[F:2][C:3]1[CH:4]=[C:5]([C:9]2[CH2:14][N:13](CC3C=CC=CC=3)[CH2:12][CH2:11][CH:10]=2)[CH:6]=[CH:7][CH:8]=1.[H][H]>[Pd].CO>[ClH:1].[F:2][C:3]1[CH:4]=[C:5]([CH:9]2[CH2:10][CH2:11][CH2:12][NH:13][CH2:14]2)[CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 2

HCID 190955795-(3-Fluorophenyl)-1,2,3,6-tetrahydro-1-(phenylmethyl)pyridine hydrochlorideHCID 178418361HCID 178418361, compound

Product 1

HCID 190956263-(3-Fluorophenyl)piperidine--hydrogen chloride (1/1)Yield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 6.5 parts of 5-(3-fluorophenyl)-1,2,3,6-tetrahydro-1-(phenylmethyl)pyridine hydrochloride and 120 parts of methanol was hydrogenated at normal pressure and at 50° C. with 1 part of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated, yielding 4.5 parts (100%) of 3-(3-fluorophenyl)piperidine hydrochloride as a residue (intermediate 93).

Workup

  1. filtrationthe catalyst was filtered off
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-5603c35e744e481fafb7742dc8231a1e
Source dataset
uspto-grants-1994_03
Patent number
US05292738

Reaction notes

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