METHOD FOR PRODUCING 3-METHYL-CYCLOPENTADECENONES, METHOD FOR PRODUCING (R)- AND (S)- MUSCONE, AND METHOD FOR PRODUCING OPTICALLY ACTIVE MUSCONE
申请人:Doya Masaharu
公开号:US20110172465A1
公开(公告)日:2011-07-14
By intramolecular condensation reaction of 2,15-hexadecanedione in a gaseous phase with a compound of a Group II element of the Periodic Table as a catalyst, 3-methyl-cyclopentadecenones is generated. Magnesium oxide, calcium oxide, or zinc oxide is desirable as the catalyst for the intramolecular condensation reaction. (R)- and (S)-muscone is generated by subjecting 3-methyl-cyclopentadecenones obtained as above to hydrogenation by using a catalyst. Palladium catalyst is desirable as the hydrogenation catalyst. Optically active muscone is generated by separating 3-methyl-cyclopentadecenones into respective components thereof by means of precision distillation and subsequently subjecting the separated 3-methyl-cyclopentadecenones to asymmetric hydrogenation by using an optically active ruthenium complex catalyst. The production methods described above enable easy and economical production of 3-methyl-cyclopentadecenones, (R)- and (S)-muscone, and optically active muscone.
通过在气相中使用周期表第二元素化合物作为催化剂,对2,15-己十二酮进行分子内缩合反应,生成3-甲基环戊十五烯酮。镁氧化物、钙氧化物或氧化锌是分子内缩合反应的理想催化剂。通过使用催化剂对上述获得的3-甲基环戊十五烯酮进行加氢反应,生成(R)-和(S)-麝香酮。钯催化剂是加氢反应的理想催化剂。通过精密蒸馏将3-甲基环戊十五烯酮分离成各自的组分,然后使用光学活性钌配合物催化剂对分离的3-甲基环戊十五烯酮进行不对称加氢反应,可以生成光学活性麝香酮。上述生产方法可实现3-甲基环戊十五烯酮、(R)-和(S)-麝香酮以及光学活性麝香酮的易于和经济的生产。