(2E)-3-(furan-3-yl)prop-2-enoic acid → 3-(Oxolan-3-yl)propanoic acid

HRID 1058746Notes

Reaction equation

HRID 1058746 reaction equation
[O:1]1[CH:5]=[CH:4][C:3](/[CH:6]=[CH:7]/[C:8]([OH:10])=[O:9])=[CH:2]1.[H][H]>[Pd]>[O:1]1[CH2:5][CH2:4][CH:3]([CH2:6][CH2:7][C:8]([OH:10])=[O:9])[CH2:2]1

Participants

4

Reactant 2

HCID 643403(2E)-3-(furan-3-yl)prop-2-enoic acidHCID 178418361HCID 178418361, compound

Product 1

HCID 2840903-(Oxolan-3-yl)propanoic acid

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

To a solution of trans-3-furanacrylic acid (10 g, 72.4 mmol) in industrial methylated spirits (50 mL) was added 10% palladium on carbon (1.0 g) at room temperature. The reaction vessel was charged with hydrogen gas to a pressure of 345 kPa and stirred at room temperature for 16 hours. The catalyst was removed by filtration and the filtrate was concentrated in vacuo to give the title compound as a colourless oil.

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-6c863cb2aea242c3932cbfa3c441acd2
Source dataset
uspto-grants-2003_02
Patent number
US06518282B1

Reaction notes

Loading…