反应详情

A solution of 2-acetylfluorene (86 g.) in acetic acid (1075 ml.) at 60° was treated slowly with sodium dichromate (1020 g.), and then with acetic anhydride (285 ml.). The mixture was heated to reflux with stirring for 3 hours, cooled and poured into water (6 l.), and the precipitate was filtered and washed well with water. This solid was warmed with N-sodium hydroxide (520 ml.) and the mixture was filtered. The aqueous filtrate was washed three times with dichloromethane (3 × 60 ml.) and then heated on the steam-bath and cautiously acidified with hydrochloric acid. The yellow product was filtered, washed well with water and dried in vacuo to give fluorenone-2-carboxylic acid m.p. > 300°.

1. temperatureThe mixture was heated
2. temperatureto reflux
3. temperaturecooled
4. filtrationthe precipitate was filtered
5. washwashed well with water
6. temperatureThis solid was warmed with N-sodium hydroxide (520 ml.)
7. filtrationthe mixture was filtered
8. washThe aqueous filtrate was washed three times with dichloromethane (3 × 60 ml.)
9. temperatureheated on the steam-bath
10. filtrationThe yellow product was filtered
11. washwashed well with water
12. customdried in vacuo