alpha-[1-(Phenylmethyl)-4-piperidinylidene]-2-thiopheneacetonitrile → 1-(Phenylmethyl)-alpha-(2-thienyl)-4-piperidineacetonitrile

HRID 1156348Notes

Reaction equation

HRID 1156348 reaction equation
[C:1]1([CH2:7][N:8]2[CH2:13][CH2:12][C:11](=[C:14]([C:17]3[S:18][CH:19]=[CH:20][CH:21]=3)[C:15]#[N:16])[CH2:10][CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H][H]>[Pd].CO>[C:1]1([CH2:7][N:8]2[CH2:9][CH2:10][CH:11]([CH:14]([C:17]3[S:18][CH:19]=[CH:20][CH:21]=3)[C:15]#[N:16])[CH2:12][CH2:13]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 2

HCID 20278965alpha-[1-(Phenylmethyl)-4-piperidinylidene]-2-thiopheneacetonitrileHCID 178418361HCID 178418361, compound

Product 1

HCID 202789461-(Phenylmethyl)-alpha-(2-thienyl)-4-piperidineacetonitrile

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 70 parts of α-[1-(phenylmethyl)-4-piperidinylidene]-2-thiopheneacetonitrile in 800 parts of methanol is hydrogenated at normal pressure and at room temperature with 10 parts of palladium-on-charcoal catalyst 10%. Upon the calculated amount of hydrogen is taken up, the catalyst is filtered off and the filtrate is evaporated, yielding 70 parts of 1-(phenylmethyl)-α-(2-thienyl)-4-piperidineacetonitrile as a residue.

Workup

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

Sources & evidence

ORD record
ord-96548933e55f429bbede75fbd934c45d
Source dataset
uspto-grants-1982_06
Patent number
US04335127

Reaction notes

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