反应详情

To a solution of 2-chloro-4-nitrophenol (2.0 g) in tetrahydrofuran (60 mL) is added 1-methyl-3-pyrrolidinol (2.3 g), triphenyl phosphine (6.0 g), and diethylazodicarboxylate (3.6 mL) and the mixture is stirred at room temperature under an atmosphere of argon for 1.5 hours. The solution is then concentrated under reduced pressure, diluted with ethyl acetate, washed successively with 10% aqueous sodium hydroxide, water, saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate. The solvent is removed by evaporation under reduced pressure and the residue is chromatographed over silica gel (ethyl acetate then 10% methanol in dichloromethane is used as the eluant). Pooled product fractions are then recrystallized from hexanes to provide the desired product as a yellow solid.

1. concentrationThe solution is then concentrated under reduced pressure
2. additiondiluted with ethyl acetate
3. washwashed successively with 10% aqueous sodium hydroxide, water, saturated aqueous sodium chloride
4. dry with materialdried over anhydrous magnesium sulfate
5. customThe solvent is removed by evaporation under reduced pressure
6. customthe residue is chromatographed over silica gel (ethyl acetate
7. customPooled product fractions are then recrystallized from hexanes