Methacrylic Acid → 1-Ethoxyethyl Methacrylate (stabilized with MEHQ)

Temperature

25 °C

To 144.2 parts (2 molar equivalents) of ethyl vinyl ether was added 0.5 parts of phenothiazine, and 86.1 parts (1 molar equivalent) of methacrylic acid was added dropwise while the reaction system was cooled at 10° C. or less, and then the mixture was stirred at room temperature (25° C.) for 4 hours. After 5.0 parts of pyridinium p-toluenesulfonate was added, the mixture was stirred at room temperature for 2 hours and allowed to stand overnight at room temperature. To the reaction solution were added 5 parts of sodium bicarbonate and 5 parts of sodium sulfate, and the mixture was stirred at room temperature for 1 hour, filtered off insolubles and then concentrated under reduced pressure at 40° C. or less, and the residual yellow oil was distilled under reduced pressure to give 134.0 parts of 1-ethoxyethyl methacrylate (MAEVE) as a colorless oil corresponding to a fraction having a boiling point (bp.) of 43 to 45° C. at 7 mmHg.

1. additionwas added dropwise while the reaction system
2. temperaturewas cooled at 10° C. or less
3. stirringthe mixture was stirred at room temperature for 2 hours
4. waitto stand overnight at room temperature
5. stirringthe mixture was stirred at room temperature for 1 hour
6. filtrationfiltered off insolubles
7. concentrationconcentrated under reduced pressure at 40° C. or less
8. distillationthe residual yellow oil was distilled under reduced pressure

ORD record

ord-f9908cda441345b2b869b6ae7160e776

Source dataset

uspto-grants-2015_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09223211B2