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Sixteen methylthiomethyl esters were prepared by the reactions of carboxylic acids with dimethyl sulfoxide and oxalyl chloride. The reactions were carried out at a low temperature by Pummerer rearrangement to produce the esters in 82‐94% yields. The odor characteristics of the esters obtained were evaluated by GC‐MS‐O and most of them possessed pleasant fruity odors.
Twenty nitriles, including saturated and unsaturated aliphatic, araliphatic, and aromatic nitriles, were prepared from the corresponding aldehydes, commonly used as flavors or fragrances. The aldehydes were converted to aldoximes first, which then underwent dehydration by treatment with oxalyl chloride in the presence of a catalytic amount of dimethyl sulfoxide. The nitriles were obtained in high...
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