反应详情

In a sulfonation flask, a mixture consisting of 3.35 g (0.0145 mol) N-[2-(2-cyclopropyl-1-hydroxycyclobutyl)phenyl]-formamide (prepared as described in Example 3), 1.3 g (0.02 mol) potassium hydroxide and 25 ml methanol was stirred at reflux temperature for 3 hours. Then the solvent was distilled off in a water jet vacuum and the residue taken up in 100 ml of ethyl acetate. The organic phase was washed three times with water and after drying with sodium sulphate the solvent was distilled off in a water jet vacuum. The raw material was purified by flash chromatography over silica gel (eluant: hexane/ethyl acetate 2:1). Yield: 2.4 g (80% of theory) of 1-(2-aminophenyl)-2-cyclopropylcyclobutanol in the form of a slightly brownish oil (1HNMR (CDCl3): 0.2-0.36 ppm/m/2H, 0.55 ppm/m/2H), 1.08 ppm/m/1H), 1.81 ppm/m/2H, 2.3-2.48 ppm/m/3H, 4.2 ppm (broad)/3H−NH2+OH), 6.6-6.72 ppm/m/2H, 7.05-7.15/m/2H− only one isomer obtained).).

1. temperatureat reflux temperature for 3 hours
2. distillationThen the solvent was distilled off in a water jet vacuum
3. washThe organic phase was washed three times with water
4. dry with materialafter drying with sodium sulphate the solvent
5. distillationwas distilled off in a water jet vacuum
6. customThe raw material was purified by flash chromatography over silica gel (eluant: hexane/ethyl acetate 2:1)