3-[(1E)-3-ethoxy-3-oxoprop-1-en-1-yl]benzoic acid → 3-(3-Ethoxy-3-oxopropyl)benzoic acid

HRID 1049416Notes

Reaction equation

HRID 1049416 reaction equation
[CH2:1]([O:3][C:4](=[O:16])/[CH:5]=[CH:6]/[C:7]1[CH:8]=[C:9]([CH:13]=[CH:14][CH:15]=1)[C:10]([OH:12])=[O:11])[CH3:2]>C(O)C.[Pd]>[CH2:1]([O:3][C:4](=[O:16])[CH2:5][CH2:6][C:7]1[CH:8]=[C:9]([CH:13]=[CH:14][CH:15]=1)[C:10]([OH:12])=[O:11])[CH3:2]

Participants

4

Reactant 1

HCID 104890843-[(1E)-3-ethoxy-3-oxoprop-1-en-1-yl]benzoic acid

Product 1

HCID 299280143-(3-Ethoxy-3-oxopropyl)benzoic acidYield 100.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of (E)-3-(3-ethoxy-3-oxoprop-1-en-1-yl)benzoic acid (8.60 g) in ethanol (500 mL) was added 10% palladium-activated carbon (4.10 g) and, under a hydrogen atmosphere, the mixture was stirred at room temperature for 3 hr. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure to give the title compound (8.70 g) as a white amorphous solid.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-069e6ac73ce54f85a9c34cd7b8bdd630
Source dataset
uspto-grants-2016_07
Patent number
US09382188B2

Reaction notes

Loading…