Sodium Carbonate → 3,5-Difluorophenyl vinyl ether

Temperature

100 °C

To a 100 ml round bottom flask was added 3,5-difluorophenol (3.85 g, 29.6 mmol), vinylacetate (5.1 g, 59.2 mmol), Na2CO3 (1.88 g, 17.8 mmol), chloro-1,5-cycooctadiene iridium (I) dimmer (199 mg, 0.296 mmol) and 10 ml toluene. The resulting reaction mixture was flushed with nitrogen and heated at 100° C. overnight. After cooling to room temperature, the reaction mixture was diluted with 60 ml hexane and washed with 60 ml water. The organics were dried over sodium sulfate, filtered through a pad of silica gel, rinsed with 60 ml hexane. The filtrates were concentrated to give 3.25 g desired product as colorless liquid.

1. customThe resulting reaction mixture
2. customwas flushed with nitrogen
3. temperatureAfter cooling to room temperature
4. additionthe reaction mixture was diluted with 60 ml hexane
5. washwashed with 60 ml water
6. dry with materialThe organics were dried over sodium sulfate
7. filtrationfiltered through a pad of silica gel
8. washrinsed with 60 ml hexane
9. concentrationThe filtrates were concentrated

ORD record

ord-b3110e7e547b4af897505298eaae338a

Source dataset

uspto-grants-2012_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08304434B2