HCID 15158302, compound → HCID 15034745, compound

HRID 2253664Notes

Reaction equation

HRID 2253664 reaction equation
[Br-].[CH3:2][O:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:14][CH:13]([CH2:15][N+:16]3[CH:21]=[CH:20][C:19]([C:22]4[CH:27]=[CH:26][C:25]5[O:28][CH2:29][O:30][C:24]=5[CH:23]=4)=[CH:18][CH:17]=3)[O:12][C:11]2=[O:31])=[CH:6][CH:5]=1>C(O)(=O)C.[Pd].[C]>[CH3:2][O:3][C:4]1[CH:5]=[CH:6][C:7]([N:10]2[CH2:14][CH:13]([CH2:15][N:16]3[CH2:21][CH2:20][CH:19]([C:22]4[CH:27]=[CH:26][C:25]5[O:28][CH2:29][O:30][C:24]=5[CH:23]=4)[CH2:18][CH2:17]3)[O:12][C:11]2=[O:31])=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 15158302HCID 15158302, compound

Product 1

HCID 15034745HCID 15034745, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 176Acetic AcidSolvent

Procedure

A solution of 4.87 g of 1-(3-p-methoxyphenyloxazolidin-2-one-5-yl-methyl)-4-(3,4-methylenedioxyphenyl)pyridinium bromide [obtainable from 3-p-methoxyphenyl-5-bromomethyloxazolidin-2-one and 4-(3,4-methylenedioxyphenyl)pyridine] in 60 ml of acetic acid is hydrogenated over 1 g of 10% strength Pd/carbon at 20° and atmospheric pressure until the absorption of hydrogen has ceased. After filtration, evaporation and usual workup, 3-p-methoxyphenyl-5-[4-(3,4-methylenedioxyphenyl)piperidinomethyl]oxazolidin-2-one is obtained.

Workup

  1. customatmospheric pressure until the absorption of hydrogen
  2. filtrationAfter filtration, evaporation and usual workup

Sources & evidence

ORD record
ord-f231c72cc06f461a929d150304fa1f9a
Source dataset
uspto-grants-1993_08
Patent number
US05232931

Reaction notes

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