反应详情

温度

-10 °C

A solution of 1-(3-bromo-5-chloro-2-hydroxy-4-methylphenyl)ethanone (34 mg, 0.13 mmol), triphenylphosphine (47 mg, 0.18 mmol), and 4-morpholineethanol (23 μL, 0.19 mmol) in tetrahydrofuran (0.38 mL, 4.6 mmol) at −10° C. was treated with diisopropyl azodicarboxylate (35 μL, 0.18 mmol) dropwise and stirred at −10° C. for 15 min and warmed to 20° C. for 30 minutes. The reaction mixture was concentrated, diluted with ethyl acetate (5 mL), and washed with water and brine, dried with magnesium sulfate, filtered, and concentrated to a crude oil. Purification by flash column chromatography using ethyl acetate in hexanes (0%-60%) gave the desired product (15 mg, 31%). LCMS for C15H20BrClNO3 (M+H)+: m/z=376.0, 378.0. Found: 375.9, 378.0.

1. temperaturewarmed to 20° C. for 30 minutes
2. concentrationThe reaction mixture was concentrated
3. additiondiluted with ethyl acetate (5 mL)
4. washwashed with water and brine
5. dry with materialdried with magnesium sulfate
6. filtrationfiltered
7. concentrationconcentrated to a crude oil
8. customPurification by flash column chromatography