2'-(2-Pyridylmethyl)-p-anisanilide → 2'-(2-Piperidylmethyl)-p-anisanilide

HRID 1659282Notes

Reaction equation

HRID 1659282 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][C:8]1[CH:24]=[CH:23][CH:22]=[CH:21][C:9]=1[NH:10][C:11](=[O:20])[C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=1>[Pd].C(O)(=O)C>[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[CH2:7][C:8]1[CH:24]=[CH:23][CH:22]=[CH:21][C:9]=1[NH:10][C:11](=[O:20])[C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=1

Participants

4

Reactant 1

HCID 205599902'-(2-Pyridylmethyl)-p-anisanilide

Product 1

HCID 205600932'-(2-Piperidylmethyl)-p-anisanilide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

Reduction of 2'-(2-pyridylmethyl)-p-anisanilide (4.65 g., 0.0146 mole) according to the procedure of Walker, J. Org. Chem., 27, 2966 (1962), in 150 ml. of acetic acid with 2.35 g. of 10% palladium on carbon catalyst affords 2'-(2-piperidylmethyl)-p-anisanilide, m.p. 108°-109° C. (corr.), from benzene-hexane.

Sources & evidence

ORD record
ord-f2938acc43dd4d6c9e7eb146d9bdc2d3
Source dataset
uspto-grants-1981_12
Patent number
USRE030812

Reaction notes

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