Allyl bromide → HCID 21180843, compound

Participants

Reaction Steps

3,5-difluorophenol (3.9 grams, 30 mmol), allyl bromide (3.4 mL, 39 mmol) and K2CO3 (12.4 grams, 90 mmol) were suspended in 75 mL acetone and the mixture was refluxed overnight. The mixture was diluted with water and extracted with EtOAc. The organic was dried over sodium sulfate and concentrated. 5.5 grams of crude allyl-3,5-difluorophenylether. The oil was heated to reflux for 6 h then cooled to room temperature. Flash chromatography (150 g silica, 1011 Hexane/EtOAc) afforded 5.2 grams (100%) of product. 1H NMR (400 MHz, CDCl3). δ 3.4 (d, 2H), 5.1-5.2 (m, 2H), 5.6 (s, 1H), 5.9-6.0 (m, 1H), 6.46.5 (m, 2H).

Provenance & Evidence