反应详情

A mixture of 3,5-di-t-butyl-4-hydroxybenzaldehyde (6.5 g, 27 mmoles), 2,4-thiazolidinedione (3.0 g, 26 mmoles), sodium acetate (7.6 g, 93 mmoles), and acetic acid (40 ml) is stirred under an inert atmosphere and heated to reflux. After 78 hours the mixture is stirred into water (300 ml), and the precipitate is filtered off, rinsed three times with water, dried, and recrystallized from ethanol. The product is stirred in 1N NaOH (50 ml) and extracted several times with dichloromethane. The aqueous solution is acidified with acetic acid, stirred for 1-2 hours, and the precipitate is filtered off, rinsed three times with water and dried to afford the pure product (2.3 g), mp 238°-240° C.

1. temperatureheated to reflux
2. filtrationthe precipitate is filtered off
3. washrinsed three times with water
4. customdried
5. customrecrystallized from ethanol
6. stirringThe product is stirred in 1N NaOH (50 ml)
7. extractionextracted several times with dichloromethane
8. stirringstirred for 1-2 hours
9. filtrationthe precipitate is filtered off
10. washrinsed three times with water
11. customdried