HCID 68843710, compound → HCID 57431983, compound

HRID 854534Notes

Reaction equation

HRID 854534 reaction equation
C([O:8][C:9](=[O:23])[C:10]1[CH:15]=[CH:14][C:13]([CH:16]=[CH:17][C:18]([O:20][CH3:21])=[O:19])=[C:12]([CH3:22])[CH:11]=1)C1C=CC=CC=1.[H][H]>C1COCC1.CO.[Pd]>[CH3:21][O:20][C:18]([CH2:17][CH2:16][C:13]1[CH:14]=[CH:15][C:10]([C:9]([OH:23])=[O:8])=[CH:11][C:12]=1[CH3:22])=[O:19]

Participants

6

Reactant 2

HCID 68843710HCID 68843710, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 57431983HCID 57431983, compoundYield 100%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 4-(2-methoxycarbonyl-vinyl)-3-methyl-benzoic acid benzyl ester (11.6 g, 37.4 mmol) and Pd/C (5%, 1.5 g) in THF (300 mL) and methanol (100 mL) is stirred under 60 psi of hydrogen overnight. Catalyst is filtered off, filtrate is concentrated giving the title compound (8.3 g, 100%).

Workup

  1. filtrationCatalyst is filtered off
  2. concentrationfiltrate is concentrated

Sources & evidence

ORD record
ord-c4093f592aa54188ace651bd42628199
Source dataset
uspto-grants-2007_08
Patent number
US07259175B2

Reaction notes

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