反应详情

To a solution of 6.4 g of 1-[3-(6-fluoro-1,2-benzisoxazol-3-yl)propyl]-4-hydroxypiperidine, 3.7 g of 3,4-dichlorophenol and 6.6 g of triphenylphosphine in 200 ml of benzene, cooled with an ice bath, was slowly added over one hr a solution of 4.4 g of diethyl azodicarboxylate in 50 ml of benzene. After stirring twenty hrs at ambient temperature, the reaction mixture was filtered and the filtrate was concentrated. The residue was treated with ethereal hydrogen chloride to yield a salt. The salt was rebasified to given an oil, which was purified by column chromatography (silica gel, tetrahydrofuran). The purified oil was treated with ethereal hydrogen chloride, and the resultant salt was recrystallized from ethyl acetate/methanol to give 2.4 g (23%) or product, mp 212°-214° C.

1. filtrationthe reaction mixture was filtered
2. concentrationthe filtrate was concentrated
3. additionThe residue was treated with ethereal hydrogen chloride
4. customto yield a salt
5. customwas purified by column chromatography (silica gel, tetrahydrofuran)
6. additionThe purified oil was treated with ethereal hydrogen chloride
7. customthe resultant salt was recrystallized from ethyl acetate/methanol
8. customto give 2.4 g (23%) or product, mp 212°-214° C.