Methacrylic Acid → 3-(Acetylthio)-2-methylpropanoic acid

HRID 569857Notes

Reaction equation

HRID 569857 reaction equation
[C:1]([OH:4])(=[S:3])[CH3:2].[C:5]([OH:10])(=[O:9])[C:6]([CH3:8])=[CH2:7]>>[C:1]([S:3][CH2:7][CH:6]([CH3:8])[C:5]([OH:10])=[O:9])(=[O:4])[CH3:2]

Participants

3

Reactant 2

HCID 4093Methacrylic Acid2×HCID 178418634HCID 178418634, compound

Product 1

HCID 1180733-(Acetylthio)-2-methylpropanoic acid

Procedure

A mixture of thioacetic acid (50 g.) and methacrylic acid (40.7 g.) is heated on the steam bath for 1 hour and then stored at room temperature for 18 hours. After confirming by nmr spectroscopy that complete reaction of the methacrylic acid has been achieved, the reaction mixture is distilled in vacuo and the desired 3-acetylthio-2-methylpropanoic acid is separated in the fraction with boiling point 128.5°-131° (2.6 mmHg.), yield 64 g.

Workup

  1. temperatureis heated on the steam bath for 1 hour
  2. distillationthe reaction mixture is distilled in vacuo
  3. customthe desired 3-acetylthio-2-methylpropanoic acid is separated in the fraction with boiling point 128.5°-131° (2.6 mmHg.), yield 64 g

Sources & evidence

ORD record
ord-8f61f9e823614dce841b3269705fa862
Source dataset
uspto-grants-1988_03
Patent number
US04734420

Reaction notes

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