反应详情

温度

50 °C

To a stirred solution of 3,4-dichlorophenylacetonitrile (800 g, 4.3 mol) in cyclohexane (16 l) at room temperature was carefully added aqueous sodium hydroxide solution (containing 1600 g of sodium hydroxide in 8 l of water). This addition caused an elevation of the reaction temperature to 50° C. Allyl bromide (572 g, 1.1 mol. equiv.) and tetra-n-butylammonium chloride hydrate (40 g, 0.03 mol. equiv.) were then added and the reaction stirred for one hour at 50° C. The aqueous phase was removed and the organic layer washed with water (10 l). The organic phase was filtered through silica gel (1 kg) under reduced pressure to give a yellow filtrate solution. The solvent was removed from the filtrate under reduced pressure to give the title compound as an oil (960 g) of 70% purity which was used without any further purification. TLC Rf=0.71 (silica, diethyl ether:hexane, 1:1, by volume). LRMS m/z=226 (m)+.

1. customat room temperature
2. additionThis addition
3. customto 50° C
4. customThe aqueous phase was removed
5. washthe organic layer washed with water (10 l)
6. filtrationThe organic phase was filtered through silica gel (1 kg) under reduced pressure
7. customto give a yellow filtrate solution
8. customThe solvent was removed from the filtrate under reduced pressure