Hydroxyacetone → HCID 11804856, compound

Temperature

5 °C

In a 2 L four-necked flask subjected to replacement with nitrogen, 50 g of 1-hydroxy-2-propanone was put, and dissolved in 700 g of tetrahydrofuran, and a stirrer, a thermometer and a Dimroth cooling tube were connected thereto. After the resulting solution was stirred and cooled to about 5° C., 76.8 g of triethylamine and 25 mg of hydroquinone were added thereto. While the resulting mixture was cooled to about 5° C. under stirring, 71.9 g of methacryloyl chloride (made by Wako Pure Chemical Industries Ltd., purity: 97.0% or more) was slowly added dropwise thereto, and stirring was further continued for 3 hours to carry out an esterification reaction. While the reaction mixture was held at about 5° C., the mixture was acid-washed with 2N-hydrochloric acid, and an extraction operation was performed twice using 300 mL of ethyl acetate to obtain an organic layer. The organic layer was washed with a 10% sodium hydrogen carbonate aqueous solution and saturated brine, dried over anhydrous magnesium sulfate, and separated by filtration to obtain a reaction crude liquid. The solvent was distilled off from the reaction crude liquid using an evaporator to obtain 85.5 g of crude 2-oxopropyl methacrylate. A yield of 2-oxopropyl methacrylate determined from a proton ratio by NMR was 67.1 g (yield: 69.9% based on 1-hydroxy-2-propanone).

1. temperaturea stirrer, a thermometer and a Dimroth cooling tube
2. temperatureWhile the resulting mixture was cooled to about 5° C.
3. stirringunder stirring
4. stirringstirring
5. customan esterification reaction
6. customwas held at about 5° C.
7. washthe mixture was acid-washed with 2N-hydrochloric acid
8. customto obtain an organic layer
9. washThe organic layer was washed with a 10% sodium hydrogen carbonate aqueous solution and saturated brine
10. dry with materialdried over anhydrous magnesium sulfate
11. customseparated by filtration
12. customto obtain
13. customa reaction crude liquid
14. distillationThe solvent was distilled off from the reaction crude liquid
15. customan evaporator

ORD record

ord-6de50ff7e4854d078e8aa9d945138a0d

Source dataset

uspto-grants-2016_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09346775B2