C([O-])([O-])=O.[K+].[K+].[OH:7][C:8]1[CH:13]=[CH:12][C:11]([N:14]2[CH2:18][CH:17]([CH2:19][O:20][CH3:21])[O:16][C:15]2=[O:22])=[CH:10][CH:9]=1.S(O[CH2:34][CH2:35][CH:36]([OH:38])[CH3:37])(C1C=CC(C)=CC=1)(=O)=O>C(C(C)=O)C>[OH:38][CH:36]([CH3:37])[CH2:35][CH2:34][O:7][C:8]1[CH:9]=[CH:10][C:11]([N:14]2[CH2:18][CH:17]([CH2:19][O:20][CH3:21])[O:16][C:15]2=[O:22])=[CH:12][CH:13]=128.2 g (0.2 mol) of K2CO3 and 22.8 g (0.102 mol) of 3-(4-hydroxyphenyl) 5-methoxymethyl 2-oxazolidinone (Code No. 780232) were added to a solution of 27.5 g (0.112 mol) of 1-tosyloxy 3-butanol in 250 ml of methyl ethyl ketone. The mixture was reflux-heated for 41/2 hours. After filtration and concentration, the residue was dissolved in 200 ml CH2Cl2 and the organic phase was washed with water saturated with NaCl, dried over Na2SO4 and concentrated. After purification by chromatographic flash [silica, eluent: CH2Cl2 (98)/CH3OH(2)], the expected product was obtained with a 70% yield:
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