反应详情

5-Chloro-10,11-dihydro-5H-dibenzo[a,d]cycloheptene (6.86 g, 0.030 mol) and thiourea (2.28 g, 0.030 mol) were dissolved in ethanol (50 ml) and heated at reflux temperature for 2.5 h. After cooling to room temperature, 2 N sodium hydroxide (20 ml) was added and the mixture was subsequently heated to reflux temperature under a nitrogen atmosphere for 2 h. The reaction mixture was cooled to room temperature, made acidic by addition of a slight excess of sulfuric acid and extracted with diethyl ether (50 ml). The organic phase was washed with water (50 ml) and brine (30 ml). Evaporation in vacuo afforded 6.78 g (100%) of 10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-thiol as an oil . The crude product was directly used in the next step without further purification.

1. temperatureheated
2. temperatureat reflux temperature for 2.5 h
3. temperaturethe mixture was subsequently heated
4. temperatureto reflux temperature under a nitrogen atmosphere for 2 h
5. temperatureThe reaction mixture was cooled to room temperature
6. extractionextracted with diethyl ether (50 ml)
7. washThe organic phase was washed with water (50 ml) and brine (30 ml)
8. customEvaporation in vacuo