Methanol → HCID 18638369, compound

HRID 1165923Notes

Reaction equation

HRID 1165923 reaction equation
[C:1]([NH:9][C:10](=[CH:15][C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]([O:24][CH3:25])[CH:17]=1)[C:11]([O:13]C)=[O:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:26]O>[Pd]>[CH3:26][N:9]([C:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C@H:10]([C:11]([OH:13])=[O:12])[CH2:15][C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]([O:24][CH3:25])[CH:17]=1

Participants

4

Reactant 2

HCID 887MethanolHCID 4711769HCID 4711769, compound

Product 1

HCID 18638369HCID 18638369, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Methyl α-benzoylamino-3,4-dimethoxycinnamate (20 g) was treated with 10% palladium on carbon (2 g) in methanol (400 mL) under a hydrogen atmosphere (1 atm.) for 3 days. The reaction mixture was then filtered and the solvent stripped to yield the title compound (18.90 g, 95%); MP 106°-107° C.

Workup

  1. filtrationThe reaction mixture was then filtered

Sources & evidence

ORD record
ord-2ab456710eba42ff8b970478179bc799
Source dataset
uspto-grants-1990_03
Patent number
US04912221

Reaction notes

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