3-(1-Benzothiophen-3-yl)prop-2-enoic acid → 3-(1-Benzothiophen-3-yl)propanoic acid

HRID 2250234Notes

Reaction equation

HRID 2250234 reaction equation
[S:1]1[CH:5]=[C:4]([CH:6]=[CH:7][C:8]([OH:10])=[O:9])[C:3]2[CH:11]=[CH:12][CH:13]=[CH:14][C:2]1=2>[Pd].CO.C(OCC)(=O)C>[S:1]1[CH:5]=[C:4]([CH2:6][CH2:7][C:8]([OH:10])=[O:9])[C:3]2[CH:11]=[CH:12][CH:13]=[CH:14][C:2]1=2

Participants

4

Reactant 1

HCID 534270043-(1-Benzothiophen-3-yl)prop-2-enoic acid

Product 1

HCID 123189833-(1-Benzothiophen-3-yl)propanoic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21584119Ethylacetate methanolSolvent

Procedure

A suspension of 3-benzo[b]thiophen-3-yl-acrylic acid: (5.6 g, 0.027 mol) and 10% Pd/C (600 mg) in 1:1 methanol/ethyl acetate (50 mL) was hydrogenated in a Parr apparatus at 50 psi overnight. The mixture was filtered and concentrated to give the crude product without further purification (ca. 100% conversion). Mass spec.: 205(MH)−.

Workup

  1. customwas hydrogenated in a Parr apparatus at 50 psi overnight
  2. filtrationThe mixture was filtered
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-d9f5a3afe89e4bc9849f5b12dd9cdcc1
Source dataset
uspto-grants-2008_01
Patent number
US07314883B2

Reaction notes

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