m-Chloroperbenzoic acid → Ethyl 2-diethoxyphosphinyloxiranecarboxylate

反応式

[CH2:1]([O:3][P:4]([O:13][CH2:14][CH3:15])([C:6](=[CH2:12])[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5])[CH3:2].C([O-])(O)=[O:17].[Na+].ClC1C=CC=C(C(OO)=O)C=1>C(Cl)Cl>[CH2:14]([O:13][P:4]([O:3][CH2:1][CH3:2])([C:6]1([C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH2:12][O:17]1)=[O:5])[CH3:15]

参加物

実験手順

To a solution of 2.36 g (0.01 mole) of ethyl 2-diethoxyphosphinylpropenoate (J. Org. Chem., 43, 1259 (1978)) in 150 ml of methylene chloride is added 50 ml of 0.5 N aqueous NaHCO3 solution. The mixture is stirred rapidly at ambient temperature, while meta-chloroperbenzoic acid (0.01 mole) is slowly added. After stirring for about 6 hours longer, the methylene chloride layer is separated off and is washed with 0.5 N NaOH solution and then with water. It is dried with Na2SO4 and is evaporated to dryness to give ethyl 2-diethoxyphosphinyloxiranecarboxylate as an oil.