HCID 131733906, compound → HCID 117760005, compound

HRID 709723Notes

Reaction equation

HRID 709723 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:6]=[C:7]([CH3:9])[CH:8]=1>CO.[Pd]>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:10][CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:6]=[C:7]([CH3:9])[CH:8]=1

Participants

4

Reactant 1

HCID 131733906HCID 131733906, compound

Product 1

HCID 117760005HCID 117760005, compoundYield 99.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of ethyl 3-(3-methoxy-5-methylphenyl)acrylate (2.00 g) in methanol (50 mL) was added 10% palladium-activated carbon (300 mg), and the mixture was stirred for 15 hr under a hydrogen atmosphere. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (2.00 g) as a yellow oil.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

Sources & evidence

ORD record
ord-a5dfcd9636b44ceda8697c6654422ec6
Source dataset
uspto-grants-2015_11
Patent number
US09181186B2

Reaction notes

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