テルペンアルデヒド,アルコールから新しいアセタールとその誘導体の合成

概要

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From citronellal (1) as the parent substance, citronellyl acetal (4), geranyl acetal (5) and a mixed acetal (6) of citronellol (2) and geraniol (3) were synthesized. Alkyl vinyl ether (10), which is derived from saturated acetals (8) of (4), (5) and (6), and the respective saturated ether (11) were also synthesized. When (4), (5) and (6) were decomposed with H2SO4, H3PO4 and HCOOH, under cooling the original (1), (2), and (3) were obtained. In a same fashion, dihydrocitronellol (7) and dihydrocitronellal (9) were obtained from (8). Dihydrocitronellol (7) was also obtained when hydro-decomposition of (4), (5), (6), and (8) was carried out. The acetals (4), (5), (6), and (8) have a mild hydroxycitronellal-like odor, by above 200°C/1 mmHg ; conceivably these can be used as a stable perfume which has little skin irritation.
社団法人有機合成化学協会の論文