反应详情

To a stirred mixture of 11.75 g (0.06 mole) of 2-nitro-4-thiocyanoaniline in 500 ml of absolute ethanol under N2 there is added 2.5 g (0.06 mole) of sodium borohydride in portions. The mixture is stirred at room temperature for 15 minutes and then refluxed for 15 minutes. The heating mantle is removed and 3.9 g (0.06 mole) of KOH in 30 ml of absolute ethanol is added. The mixture is stirred for 1 minute. A solution of 12.25 g (0.06 mole) of 1-bromomethyl-2,2-dichlorocyclopropane in 30 ml of absolute ethanol is added and the mixture is stirred at room temperature for 15 minutes and then refluxed for 2 hours. Equal amounts of H2O and CHCl3 are added until 2 layers are formed. The organic layer is separated, dried (MgSO4), and the solvent removed in vacuo to give a red oil which is chromatographed on silica gel. Elution with ethyl ether gives 9.6 g of red oil.

1. temperaturerefluxed for 15 minutes
2. customThe heating mantle is removed
3. stirringThe mixture is stirred for 1 minute
4. stirringthe mixture is stirred at room temperature for 15 minutes
5. temperaturerefluxed for 2 hours
6. customare formed
7. customThe organic layer is separated
8. dry with materialdried (MgSO4)
9. customthe solvent removed in vacuo
10. customto give a red oil which
11. customis chromatographed on silica gel
12. washElution with ethyl ether