反应详情

To a solution ethyl (3S)-3-(4-hydroxyphenyl)hex-4-ynoate (0.1 g, 0.43 mmol) and 1,4-bis(bromomethyl)benzene (0.227 g, 0.861 mmol) in DMF (5 mL) is added Cs2CO3 (0.28 g, 0.861 mmol) at 0° C. The reaction mixture is allowed to warm to room temperature over 2 h. The reaction mixture is diluted with water (25 mL) and extracted with EtOAc (3×10 mL). The combined organic layer is washed with water (10 mL×3) and saturated brine solution (10 mL), dried, filtered, and evaporated to dryness. The crude product is purified by silica gel chromatography, eluting with hexane:ethyl acetate (9.0:1.0) to give the title compound (0.1 g, 55.9%). ESI/MS m/z (M+H)+ 415.4.

1. extractionextracted with EtOAc (3×10 mL)
2. washThe combined organic layer is washed with water (10 mL×3) and saturated brine solution (10 mL)
3. customdried
4. filtrationfiltered
5. customevaporated to dryness
6. customThe crude product is purified by silica gel chromatography
7. washeluting with hexane:ethyl acetate (9.0:1.0)