反应详情

Under a dry nitrogen atmosphere a solution of 6,7-dihydro-5H-dibenzo[a,c]cycloheptene-4-carbonitrile (2.95 grams, 0.0134 mole), potassium hydroxide (4 grams, 0.085 mole), ethylene glycol (40 ml) and water (3 ml) was heated at reflux for approximately 24 hours. The mixture was cooled, diluted with water, and the solution was washed with diethyl ether. The aqueous solution was acidified and extracted with diethyl ether. The extract was dried over anhydrous magnesium sulfate and filtered. The filtrate was evaporated to give a white solid. The solid was combined with similar material prepared in a separate experiment, and the combined solids were recrystallized from n-hexane to give 6,7-dihydro-5H-dibenzo[a,c]cycloheptene-4-carboxylic acid (mp 137°-139°) as nearly white crystals.

1. temperatureat reflux for approximately 24 hours
2. temperatureThe mixture was cooled
3. washthe solution was washed with diethyl ether
4. extractionextracted with diethyl ether
5. dry with materialThe extract was dried over anhydrous magnesium sulfate
6. filtrationfiltered
7. customThe filtrate was evaporated
8. customto give a white solid
9. customprepared in a separate experiment
10. customthe combined solids were recrystallized from n-hexane