反应详情

Under a dry nitrogen atmosphere a stirred mixture of 8-chloro-6,7-dihydro-5H-dibenzo[a,c]cycloheptene-5-one (2.6 grams, 0.011 mole), 85% hydrazine hydrate (5 ml, 0.1 mole), potassium hydroxide (4 grams, 0.071 mole) and ethylene glycol (30 ml) was heated at reflux for 1.5 hours. Sufficient volatiles were removed by distillation to increase the pot temperature to 200° while maintaining reflux. The two-phase reaction mixture was refluxed at that temperature for three hours. The mixture was cooled, poured into ice water, and the resultant mixture extracted with diethyl ether. The extract was washed with water, dried over anhydrous magnesium sulfate, and filtered. The filtrate was evaporated under reduced pressure to give a yellow oil. The oil was purified by distillation to give 4-chloro-6,7-dihydro-5H-dibenzo[a,c]cycloheptene (bp 119°-126°/0.15 mm).

1. temperaturewas heated
2. temperatureat reflux for 1.5 hours
3. customSufficient volatiles were removed by distillation
4. temperatureto increase the pot temperature to 200°
5. temperaturewhile maintaining
6. temperaturereflux
7. customThe two-phase reaction mixture
8. temperaturewas refluxed at that temperature for three hours
9. temperatureThe mixture was cooled
10. extractionthe resultant mixture extracted with diethyl ether
11. washThe extract was washed with water
12. dry with materialdried over anhydrous magnesium sulfate
13. filtrationfiltered
14. customThe filtrate was evaporated under reduced pressure
15. customto give a yellow oil
16. distillationThe oil was purified by distillation