反应详情

To a stirred and ice-cooled solution of 1-azido-4-methoxy-benzene (2.000 g, 13.4090 mmol) and commercial (4-chloro-2-fluoro-phenyl)-acetonitrile (2.729 g, 16.0909 mmol) in absolute ethanol (30 ml), an ice-cooled solution of sodium methoxide (1.087 g, 20.1136 mmol) in absolute ethanol (20 ml) is added drop-wise. The resulting reaction mixture is evaporated and the residue is dissolved in methylene chloride and washed with water, brine, dried over MgSO4, filtered and evaporated to afford ˜4.3 g of crude material as brownish solid. This crude product is purified by column chromatography eluting with 25-35% ethyl acetate in hexane, to obtain the title compound as a yellow solid (0.140 g, 3.25% yield). M.p. 147.9-149.5° C. LC-ESI-HRMS of [M+H]+ shows 319.0779 Da. Calc. 319.076192 Da, dev. 5.4 ppm

1. additionis added drop-wise
2. customThe resulting reaction mixture
3. customis evaporated
4. dissolutionthe residue is dissolved in methylene chloride
5. washwashed with water, brine
6. dry with materialdried over MgSO4
7. filtrationfiltered
8. customevaporated
9. customto afford ˜4.3 g of crude material as brownish solid
10. customThis crude product is purified by column chromatography
11. washeluting with 25-35% ethyl acetate in hexane