发明公开
EP0148301A2 1,2,3,3,5,6,-Hexamethyl-bicyclo(2.2.2)-oct-5-en-2-ol, process for producing same, intermediates useful in said process and organoleptic uses of same
失效
1,2,3,3,5,6六甲基双环(2,2,2)辛-5-烯-2-醇及其制造方法,在该方法中互连和其感官应用是有用的。
- 专利标题: 1,2,3,3,5,6,-Hexamethyl-bicyclo(2.2.2)-oct-5-en-2-ol, process for producing same, intermediates useful in said process and organoleptic uses of same
- 专利标题(中): 1,2,3,3,5,6六甲基双环(2,2,2)辛-5-烯-2-醇及其制造方法,在该方法中互连和其感官应用是有用的。
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申请号: EP84100199.3申请日: 1984-01-10
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公开(公告)号: EP0148301A2公开(公告)日: 1985-07-17
- 发明人: Evers, William John , Mookherjee, Braja Dulal , Van Ouwerkerk, Anton , Van Loveren, Augustinus Gysbertus
- 申请人: INTERNATIONAL FLAVORS & FRAGRANCES INC.
- 申请人地址: 521 West 57th Street New York New York 10019 US
- 专利权人: INTERNATIONAL FLAVORS & FRAGRANCES INC.
- 当前专利权人: INTERNATIONAL FLAVORS & FRAGRANCES INC.
- 当前专利权人地址: 521 West 57th Street New York New York 10019 US
- 代理机构: Baillie, Iain Cameron
- 主分类号: C07C69/145
- IPC分类号: C07C69/145 ; C07C67/293 ; C07C35/50 ; C07C29/40 ; C07C45/65 ; C07C45/62 ; A61K7/46
摘要:
Described is 1,2,3,3,5,6-hexamethyl-bicyclo[2.2.2]oct-5-en-2-ol as a mixture of isomers and in its isomeric forms having the structures:
and the uses thereof in augmenting or enhancing the aroma of perfume compositions, perfumed articles, and colognes.
Also described is a novel process for preparing 1,2,3,3,5,6-hexamethyl-bicyclo[2.2.2]oct-5-en-2-ol by first reacting the compound having the structure:
with the compound having the structure:
in order to produce the ketone defined according to the structure:
which is hydrogenated to form the compound having the structure:
and further hydrogenated to form the ketone having the structure:
This ketone is reacted with CH 3 M wherein M represents Li or MgX and wherein X is chloro. bromo or iodo to form the organometallic intermediate defined according to the structures:
These compounds are then hydrolyzed with dilute acid to form the organoleptically useful 1,2,3,3,5,6-hexamethyl-bicyclo[2.2.2]oct-5-en-2-ol isomers of our invention defined according to the structures:
and the uses thereof in augmenting or enhancing the aroma of perfume compositions, perfumed articles, and colognes.
Also described is a novel process for preparing 1,2,3,3,5,6-hexamethyl-bicyclo[2.2.2]oct-5-en-2-ol by first reacting the compound having the structure:
with the compound having the structure:
in order to produce the ketone defined according to the structure:
which is hydrogenated to form the compound having the structure:
and further hydrogenated to form the ketone having the structure:
This ketone is reacted with CH 3 M wherein M represents Li or MgX and wherein X is chloro. bromo or iodo to form the organometallic intermediate defined according to the structures:
These compounds are then hydrolyzed with dilute acid to form the organoleptically useful 1,2,3,3,5,6-hexamethyl-bicyclo[2.2.2]oct-5-en-2-ol isomers of our invention defined according to the structures:
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