[CH2:1]=[O:2].[OH-:3].[Na+].[CH:5](=[O:10])[CH2:6][CH2:7][CH2:8][CH3:9].[C:11](#N)C>>[CH2:7]([C:6]([CH2:5][OH:10])([CH2:11][OH:3])[CH2:1][OH:2])[CH2:8][CH3:9]To a heated (ca. 60° C.), rapidly stirred mixture of 9.9 grams (0.33 mole) of para-formaldehyde, 4.8 grams (0.12 mole) of finely pulverized, anhydrous sodium hydroxide, and 100 mls. of acetonitrile, was added, drop-wise, 8.4 grams of valeraldehyde. After drop-wise addition of the valeraldehyde had been completed, the reaction mixture was maintained at 80° C. for a period of 1/2 hour. At this time, 8.4 grams of insoluble solid (sodium formate and excess para-formaldehyde) was removed by filtration and discarded. Removal of the actonitrile solvent left 13.3 grams (88%) of a viscous oil which was identified as the title compound, B.P. ca. 140° C.-155° C./0.4 mm Hg.; recrystallized from a chloroform-acetonitrile mixed solvent, m.p. 100°-101° C.
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