3-Methoxycarbonyl-2-(1-naphthylmethylene)propionic acid → 3-Methoxycarbonyl-2-(1-naphthylmethyl)propionic acid

HRID 1722907Notes

Reaction equation

HRID 1722907 reaction equation
[CH3:1][O:2][C:3]([CH2:5][C:6](=[CH:10][C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13][CH:12]=1)[C:7]([OH:9])=[O:8])=[O:4]>CO.[Pd]>[CH3:1][O:2][C:3]([CH2:5][CH:6]([CH2:10][C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13][CH:12]=1)[C:7]([OH:9])=[O:8])=[O:4]

Participants

4

Reactant 1

HCID 543827543-Methoxycarbonyl-2-(1-naphthylmethylene)propionic acid

Product 1

HCID 140953623-Methoxycarbonyl-2-(1-naphthylmethyl)propionic acidYield 98.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 251 mg of the propionic acid compound in 10 ml of methyl alcohol was added 30 mg of a 10% palladium charcoal, and the mixture was hydrogenated under a hydrogen atmosphere at room temperature. After filtration of the catalyst, the reaction mixture was concentrated under reduced pressure to obtain 250 mg of 3-methoxycarbonyl-2-(1-naphthylmethyl)propionic acid as a white powder.

Workup

  1. customwas hydrogenated under a hydrogen atmosphere at room temperature
  2. filtrationAfter filtration of the catalyst
  3. concentrationthe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-688cffc0842f42babee884432e3272df
Source dataset
uspto-grants-1989_08
Patent number
US04857650

Reaction notes

Loading…