Sodium Carbonate → 3-[3-(Methoxycarbonyl)phenyl]propanoic acid

HRID 231098Notes

Reaction equation

HRID 231098 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]([CH:13]=[CH:14][CH:15]=1)[CH:8]=[CH:9][C:10]([OH:12])=[O:11])=[O:4].C(=O)([O-])[O-].[Na+].[Na+]>O.[Pd]>[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]([CH2:8][CH2:9][C:10]([OH:12])=[O:11])[CH:13]=[CH:14][CH:15]=1)=[O:4]

Participants

5

Reactant 2

HCID 10340Sodium CarbonateHCID 53414976HCID 53414976, compound

Product 1

HCID 100359473-[3-(Methoxycarbonyl)phenyl]propanoic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 962WaterSolvent

Procedure

A solution of 3-methoxycarbonyl-cinnamic acid (15.0 g) and sodium carbonate (7.7 g) in water (200 ml) was hydrogenated at 50 psi over 10% palladium on charcoal (0.5 g) for 1.5 hours. The catalyst was filtered off and the filtrate was acidified with 2M hydrochloric acid to precipitate the product as a white solid, m.p. 81° C.

Workup

  1. filtrationThe catalyst was filtered off
  2. customto precipitate the product as a white solid, m.p. 81° C.

Sources & evidence

ORD record
ord-56405047724e46979b89c32ffed19c58
Source dataset
uspto-grants-1989_07
Patent number
US04845110

Reaction notes

Loading…