反应详情

7.0 g (0.036 mol) of 1-methanesulphonyl-hexahydro-4,5-epoxy-1H-azepine are dissolved, together with 8.9 g (0.073 mol) of 2,3-dimethyl-phenol, with 36.6 ml of 2 N sodium hydroxide solution (0.013 mol) in 200 ml of acetonitrile. The reaction mixture is heated under reflux for 5 days, then cooled to room temperature and concentrated under a water pump vacuum. The residue is then dissolved in 200 ml of methylene chloride and the organic phase is washed with three times 100 ml of 2 N sodium hydroxide solution and then with water, dried over sodium sulphate and evaporated under a water pump vacuum. The resulting crude product is purified by preparative thick layer chromatography (100×20 cm silica gel plates, layer thickness 1.5 mm). Crystalline trans-4-hydroxy-5-(2,3-dimethylphenoxy)-1-methanesulphonyl-hexahydro-1H-azepine with a melting point of 112°-115° is obtained by elution with a 3:1 mixture of toluene/ethyl acetate.

1. temperatureThe reaction mixture is heated
2. temperatureunder reflux for 5 days
3. concentrationconcentrated under a water pump vacuum
4. dissolutionThe residue is then dissolved in 200 ml of methylene chloride
5. washthe organic phase is washed with three times 100 ml of 2 N sodium hydroxide solution
6. dry with materialwith water, dried over sodium sulphate
7. customevaporated under a water pump vacuum
8. customThe resulting crude product is purified by preparative thick layer chromatography (100×20 cm silica gel plates, layer thickness 1.5 mm)