反应详情

A suspension of 10.00 g of 4-[5-(3-methyl-5-isoxazolyl)pentyloxy]benzaldehyde, 10.0 g of potassium carbonate and 7.14 g of tosylmethyl isocyanide (4-CH3C6H4 --SO2CH2NC) in 90 ml of methanol was heated at reflux for 3 hours. The reaction mixture was concentrated in vacuo, and the residue was extracted with methylene dichloride. The extract was washed with water, the product isolated and recrystallized from isopropyl acetate-hexane. Further purification by flash filtration through a silica gel pad, eluting with isopropyl acetate, and recrystallization from isopropyl acetate-hexane gave 5.43 g (48%) of 3-methyl-5-{5-[4-(5-oxazolyl)phenoxy]pentyl}isoxazole, yellow powder, m.p. 91°-93° C.

1. temperaturewas heated
2. temperatureat reflux for 3 hours
3. concentrationThe reaction mixture was concentrated in vacuo
4. extractionthe residue was extracted with methylene dichloride
5. washThe extract was washed with water
6. customthe product isolated
7. customrecrystallized from isopropyl acetate-hexane
8. customFurther purification
9. filtrationby flash filtration through a silica gel pad
10. washeluting with isopropyl acetate, and recrystallization from isopropyl acetate-hexane