Itaconic acid → 192879-20-2

HRID 2395240Notes

Reaction equation

HRID 2395240 reaction equation
[C:1]([OH:9])(=[O:8])[C:2]([CH2:4][C:5]([OH:7])=[O:6])=[CH2:3].[C:10]([OH:13])(=[S:12])[CH3:11]>C(OC(C)C)(C)C>[C:10]([S:12][CH2:3][CH:2]([CH2:4][C:5]([OH:7])=[O:6])[C:1]([OH:9])=[O:8])(=[O:13])[CH3:11]

Participants

4

Reactant 2

HCID 811Itaconic acidHCID 178418634HCID 178418634, compound

Product 1

HCID 15307653192879-20-2Yield 91.9%

Reagents, catalysts & solvents 1

HCID 7914Diisopropyl EtherSolvent

Conditions

Temperature
95 °C

Procedure

400 g (3.07 mol) of itaconic acid (VIII) are added in portions within a period of approximately 30 minutes to 280 g (3.68 mol) of thioacetic acid, with simultaneous heating of the heating bath to 95° C. After 2.5 hours' stirring at 90°-100° C., the reaction mixture is cooled to room temperature and diluted with 300 ml of diisopropyl ether (DIPE), whereupon the product crystallises out within a period of approximately 12 hours. There are obtained 582 g of crystals having a melting point of 89°-91° C.

Workup

  1. temperaturethe reaction mixture is cooled to room temperature
  2. customcrystallises out within a period of approximately 12 hours

Sources & evidence

ORD record
ord-e04bc3ed6af646bca450e1f279a46d4b
Source dataset
uspto-grants-1998_09
Patent number
US05814629

Reaction notes

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