[CH:1](=[O:5])[CH2:2][CH2:3][CH3:4].C(=O)[CH:7]([CH3:9])C.[CH3:11][C:12](C)(C(O)C(C)C)CO.C(C(C(O)CCC)C[OH:25])C.CC(C)(C(O)CCC)CO.C(C(C(O)C(C)C)CO)C.C(C(C(C)(O)CC)CO)C.CCC(O)CC(O)CCC.CC(C)(C(C)(O)CC)CO.CC(C(O)CC(O)CC)C>CC(=O)CC>[CH3:4][C:3]([OH:25])([CH2:2][CH:1]([OH:5])[CH2:7][CH3:9])[CH2:11][CH3:12]The reaction of Condition A above is repeated, except that about one mole each of butyraldehyde, isobutyraldehyde, and 2-butanone are used. The condensation and reduction proceed analogously to yield a mixture of 8-carbon-1,3-diols primarily consisting of: 2,2,4-trimethyl-1,3-pentanediol; 2-ethyl-1,3-hexanediol; 2,2-dimethyl-1,3-hexanediol; 2-ethyl-4-methyl-1,3-pentanediol; 2-ethyl-3-methyl-1,3-pentanediol; 3,5-octanediol; 2,2,3-trimethyl-1,3-pentanediol; 2-methyl-3,5-heptanediol; and 3-methyl-3,5-heptanediol, along with other minor isomers resulting from condensation on the methylene of 2-butanone instead of the methyl.
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