[CH3:1][C:2]([CH3:4])=[O:3].[CH3:5][O:6][P:7]([O-:10])[O:8][CH3:9].C[O-].[Na+]>>[OH:3][C:2]([P:7](=[O:10])([O:8][CH3:9])[O:6][CH3:5])([CH3:4])[CH3:1]Into a flask fitted with a reflux condenser was placed a mixture of 37 ml (29 g, 0.50 mol) of acetone and 46 ml (55 g, 0.50 ml) of dimethylphosphite followed by 3 ml of saturated methanolic sodium methoxide solution. A vigorous exotherm ensued and the mixture was allowed to stir at RT for about 16 h. A large deposit of crystals formed and were filtered and washed well with ether-hexane (1:1) to give 50 g of dimethyl 1-hydroxy-1-methylethylphosphonate, mp 75°-77° C.
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