反应详情

To an ice-cooled solution of 1-azido-4-methoxy-benzene (0.450 g, 3.0171 mmol) and commercial 2-fluoro-4-(trifluoromethyl)phenyl acetonitrile (0.736 g, 3.6205 mmol) in absolute ethanol (10 ml) and under a nitrogen flow, sodium methoxide (0.2445 g, 4.5257 mmol) in absolute ethanol (5 ml) is added drop-wise and the resulting mixture is allowed to attain room temperature spontaneously overnight. The reaction mixture is evaporated and the solid residue is dissolved in dichloromethane (80 ml) and the organic solution is washed with water (60 ml), brine (60 ml), dried over MgSO4, filtered and evaporated (˜1 g). This crude residue is purified by crystallization from a mixture of dichloromethane and petroleum ether, to afford the title compound as a yellow solid (0.570 g, 53% yield). M.p. 164.6-165.5° C. LC-ESI-HRMS of [M+H]+ shows 353.1028 Da. Calc. 353.102548 Da, dev. 0.7 ppm.

1. customThe reaction mixture is evaporated
2. dissolutionthe solid residue is dissolved in dichloromethane (80 ml)
3. washthe organic solution is washed with water (60 ml), brine (60 ml)
4. dry with materialdried over MgSO4
5. filtrationfiltered
6. customevaporated (˜1 g)
7. customThis crude residue is purified by crystallization from a mixture of dichloromethane and petroleum ether