反应详情

温度

2.5 °C

3′,4′-dichloro-2-fluoro-4-cyanomethyl-biphenyl (9.0 g, 0.032 mol), 1,2-dibromomethane (9.0 g, 0.048 mol), 1.2 tetrabutylammonium chloride (1.2 g, 0.043 mol), toluene (60 ml), and water (9 ml) were loaded in a reactor. Sodium hydroxide 30% aq. (60 g, 0.45 mol) was added drop-wise over 30 minutes at 20 to 25° C. and the reaction mixture was stirred for 6 hours. The organic phase was separated, washed with water (12 ml), with hydrogen chloride 3 M aq. (36 ml) and finally with water (12 ml). The solution was concentrated, then n-heptane (18 ml) was added at 80° C. The solution was cooled to 0 to 5° C. and stirred for 30 minutes. The product crystallized from solution, it was filtered, washed with cold n-heptane (5 ml) and dried at 40° C. under vacuum. The compound 1-(3′,4′-dichloro-2-fluoro[1,1′-biphenyl]-4-yl)-cyclopropanenitrile was obtained as a yellow powder (6.4 g, 65% yield).

1. customThe organic phase was separated
2. washwashed with water (12 ml), with hydrogen chloride 3 M aq. (36 ml) and finally with water (12 ml)
3. concentrationThe solution was concentrated
4. additionn-heptane (18 ml) was added at 80° C
5. stirringstirred for 30 minutes
6. customThe product crystallized from solution, it
7. filtrationwas filtered
8. washwashed with cold n-heptane (5 ml)
9. customdried at 40° C. under vacuum