反应详情

Sodium hydride (60% in oil, 0.78 g) was added in limited amounts, at room temperature, to a solution of [2-(1,3-dioxan-2-yl)ethyl]triphenylphosphonium bromide (8.9 g) in N,N-dimethylformamide (100 ml). The mixture was stirred for 30 minutes at the same temperature range, to which was added 4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]benzaldehyde (5.0 g). The mixture was stirred for 15 minutes at room temperature, then for 5 hours at 70° C. The reaction mixture was poured into ice-water, which was acidified with 2N HC1,, followed by extraction with ethyl acetate. The ethyl acetate layer was washed with water and dried (MgSO4). The residue was purified by means of a silica gel column chromatography. From the fractions eluted with hexane - ethyl acetate (3:1), (Z)-2-[3-[4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]phenyl]-2-propenyl]-1,3-dioxane (5.1 g, 77%) was obtained as an oily product.

1. stirringThe mixture was stirred for 15 minutes at room temperature
2. waitfor 5 hours at 70° C
3. extractionfollowed by extraction with ethyl acetate
4. washThe ethyl acetate layer was washed with water
5. dry with materialdried (MgSO4)
6. customThe residue was purified by means of a silica gel column chromatography
7. washFrom the fractions eluted with hexane - ethyl acetate (3:1)