Hydroxy(thiophen-2-yl)acetic acid → 2-Thiopheneacetic acid

HRID 2286460Notes

Reaction equation

HRID 2286460 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]([OH:10])[C:7]([OH:9])=[O:8]>CO>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][C:7]([OH:9])=[O:8].[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]([OH:10])[C:7]([OH:9])=[O:8]

Participants

4

Reactant 1

HCID 349855Hydroxy(thiophen-2-yl)acetic acid

Product 2

HCID 159702-Thiopheneacetic acidHCID 349855Hydroxy(thiophen-2-yl)acetic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 421 mg of 2-thiopheneglycolic acid and 40 mg of 30% palladium-asbestos catalyst in 2.7 ml of methanol was heated under reflux with stirring under a hydrogen atmosphere at a normal pressure. After 15 hr., the catalyst was filtered off and methanol was then distilled off under a reduced pressure to give 127 mg of 2-thiopheneacetic acid and 283 mg of unreacted 2-thiopheneglycolic acid. The conversion of 2-thiopheneglycolic acid was 33% and the selectivity to 2-thiopheneacetic acid was 100%.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux
  3. filtration, the catalyst was filtered off
  4. distillationmethanol was then distilled off under a reduced pressure

Sources & evidence

ORD record
ord-296d0217bd3647e5994b3dc4941a0282
Source dataset
uspto-grants-1981_05
Patent number
US04266067

Reaction notes

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