反应详情

A mixture of 4-chloro-4′-hydroxybezophenone (116 g, 0.500 mole) and sodium hydroxide (120 g, 3.00 mole) in acetone (1 L) was heated to reflux for 2 hours. The heating was stopped and the heating source was removed. A mixture of chloroform (179 g, 1.50 mole) in acetone (300 mL) was added drop-wise. The reaction mixture was stirred overnight without heating. The mixture was heated to reflux for 8 hours and then allowed to cool to room temperature. The precipitate was removed by filtration and washed with acetone (100 mL). The filtrate was concentrated under reduced pressure to give a brown oil. Water (200 mL) was added to the brown oil and was acidified (to pH=1) with 1N hydrochloric acid. The precipitate, which formed was filtered and dried under high vacuum. The remaining yellow solid (268 g) was recrystallized from toluene in 4 batches (400 mL toluene each). After filtration and drying under high vacuum, the experiment produced fenofibric acid (116 g, 73% yield) as a light yellow solid.

1. temperaturewas heated
2. temperatureto reflux for 2 hours
3. customthe heating source was removed
4. additionwas added drop-wise
5. temperaturewithout heating
6. temperatureThe mixture was heated
7. temperatureto reflux for 8 hours
8. customThe precipitate was removed by filtration
9. washwashed with acetone (100 mL)
10. concentrationThe filtrate was concentrated under reduced pressure
11. customto give a brown oil
12. customThe precipitate, which formed
13. filtrationwas filtered
14. customdried under high vacuum
15. customThe remaining yellow solid (268 g) was recrystallized from toluene in 4 batches (400 mL toluene each)
16. filtrationAfter filtration
17. customdrying under high vacuum