Benzyl Bromide → 2,2-Difluoro-1-benzyloxy-4-pentene

Participants

Reaction Steps

To a mixture of 2,2-difluoro 4-pentene (9.8 g, 80 mmoles) and benzyl bromide (13.7 g, 80 mmoles) in dry tetrahydrofuran (100 ml), potassium t-butoxide (9.5 g, 85 mmoles) is added in portions over a period of 1 hour. The reaction mixture is kept overnight at room temperature, concentrated under reduced pressure, hydrolyzed with 1N HCl (pH approximately 2) and diluted with water and ether. Usual work-up gives 2,2-difluoro-1-benzyloxy-4-pentene as a colorless oil (16.8 g, , 99%, RF: 0.2, ethyl acetate/petroleum ether: 2/98).

Provenance & Evidence