Itaconic acid → Sodium 5-oxo-2,5-dihydrofuran-3-carboxylate

Temperature

30 °C

To a solution of itaconic acid (26.0 g) in water (35 ml) was added dropwise bromine (10.3 ml) at room temperature while keeping a temperature of the reaction solution below 45° C., and then the mixture was stirred at 30° C. for 15 minutes. To this reaction solution was added portionwise sodium hydrogen carbonate (33.6 g), and then the mixture was heated to 55° C. To this reaction solution was added dropwise a solution of sodium carbonate (10.6 g) in water (15 ml), and then the mixture was stirred for 20 minutes. This reaction solution was iced, and stirred for 1 hour. The precipitated solid was collected by filtration, washed with cold water and ethanol, and then dried under reduced pressure to give the titled compound (16.8 g).

1. customa temperature of the reaction solution below 45° C.
2. temperaturethe mixture was heated to 55° C
3. stirringthe mixture was stirred for 20 minutes
4. stirringstirred for 1 hour
5. filtrationThe precipitated solid was collected by filtration
6. washwashed with cold water and ethanol
7. customdried under reduced pressure

ORD record

ord-229ae9931b90416da53922cb27a1b3f5

Source dataset

uspto-grants-2014_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08846746B2