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    • 72. 发明授权
    • Process for the production of isosolanone and solanone, intermediates
useful in said process and organoleptic uses of said intermediates
    • 用于生产异溶胶酮和溶胶酮的方法,可用于所述方法的中间体和所述中间体的感官用途
    • US4609754A
    • 1986-09-02
    • US609348
    • 1984-06-22
    • John B. HallJames M. SandersJames N. Siano
    • John B. HallJames M. SandersJames N. Siano
    • A24B15/32C07C29/40C07C33/02C07C45/54C07C45/67C07C45/75C07C49/203C11D3/50C07C69/72
    • C11D3/50A24B15/32C07C29/40C07C33/02C07C45/54C07C45/67C07C45/676C07C45/75C07C49/203C07C67/03C07C69/72
    • Described is a novel genus of compounds defined according to the structure: ##STR1## wherein Z represents hydrogen, MgX and the moiety having the structure: ##STR2## and X represents chlor, bromo, or iodo; as well as 5-isopropyl-8-methyl-5,8-nonadien-2-one; uses of same as intermediates in a process for producing isosolanone and solanone; and organoleptic uses of 5-isopropyl-8-methyl-5,8-nonadien-2-one and 2,6-dimethyl-5-methylene-1-hepten-4-ol.The novel process of our invention involved the steps of:(i) formation of the compound having the structure: ##STR3## by means of reacting 3-methyl-2-methylenebutanal with the compound having the structure: ##STR4## (ii) acid hydrolysis of the resulting compound in order to form 2,6-dimethyl-5-methylene-1-heptene-4-ol;(iii) reaction of 2,6-dimethyl-5-methylene-1-hepten-4-ol with methyl aceto acetate in order to form 2,6-dimethyl-5-methylene-1-hepten-4-yl aceto acetate or, directly, 5-isopropyl-8-methyl-5,8-nonadiene-2-one;(iv) reacting 2,6-dimethyl-5-methylene-1-hepten-4-yl aceto acetate in the presence of an appropriate catalyst to form the 5-isopropyl-8-methyl-5,8-nonadiene-2-one; and(v) isomerizing the 5-isopropyl-8-methyl-5,8-nonadien-2-one in order to form a mixture of solanone and the isosolanone or 5-isopropyl-8-methyl-5,8-nonadiene-2-one.
    • 描述了根据以下结构定义的化合物的新颖属性:其中Z表示氢,MgX和具有以下结构的部分:< IMAGE> X表示氯,溴或碘; 以及5-异丙基-8-甲基-5,8-壬二烯-2-酮; 在制备异山芋酮和solanone的方法中使用与中间体相同的物质; 和5-异丙基-8-甲基-5,8-壬二烯-2-酮和2,6-二甲基-5-亚甲基-1-庚烯-4-醇的感官用途。 本发明的新方法涉及以下步骤:(i)通过使3-甲基-2-亚甲基丁醛与具有以下结构的化合物反应形成具有以下结构的化合物:(ⅱ)酸 水解所得化合物以形成2,6-二甲基-5-亚甲基-1-庚烯-4-醇; (iii)2,6-二甲基-5-亚甲基-1-庚烯-4-醇与乙酰乙酸甲酯的反应,以形成2,6-二甲基-5-亚甲基-1-庚烯-4-基乙酸乙酯或 直接得到5-异丙基-8-甲基-5,8-壬二烯-2-酮; (iv)使2,6-二甲基-5-亚甲基-1-庚烯-4-基乙酸乙酯在合适的催化剂存在下反应,形成5-异丙基-8-甲基-5,8-壬二烯-2-酮 ; 和(v)异构化5-异丙基-8-甲基-5,8-壬二烯-2-酮,以形成Solone和二异丙基酮或5-异丙基-8-甲基-5,8-壬二烯-2-酮的混合物 -一。
    • 79. 发明授权
    • 2,2,3-Trimethyl-3-cyclopenten-1-ylalkenyl and alkylidene secondary
alkanols, alkanones, cycloalkanols and cycloalkanones, organoleptic
uses thereof in perfume compositions, colognes and perfumed articles
and process for producing same
    • 2,2,3-三甲基-3-环戊烯-1-基烯基和亚烷基仲链烷醇,链烷酮,环烷醇和环烷酮,在香料组合物,古龙水和香料制品中的感官用途及其制备方法
    • US4241228A
    • 1980-12-23
    • US23322
    • 1979-03-22
    • Takao YoshidaBraja D. MookherjeeVenkatesh KamathJohn B. HallWilliam I. TaylorFrederick L. Schmitt
    • Takao YoshidaBraja D. MookherjeeVenkatesh KamathJohn B. HallWilliam I. TaylorFrederick L. Schmitt
    • C07C33/12C07C45/74C11B9/00C07C35/21
    • C11B9/0034C07C33/12C07C45/74C11B9/003
    • Described are perfume and fragrance compositions and perfumed articles including soaps, detergents, powders as well as colognes containing 2,2,3-trimethyl-3-cyclopenten-1-ylalkenyl and alkylidene secondary alkanols, alkanones, cycloalkanols and cycloalkanones having the generic structure: ##STR1## wherein one of the lines +++++ is a carbon-carbon double bond and the other of the lines +++++ is a carbon-carbon single bond; wherein X is carbinol having the structure: ##STR2## or carbonyl having the structure ##STR3## wherein A' is hydrogen, CH.sub.3, C.sub.2 H.sub.5 or --CH.sub.2 --; wherein B' is hydrogen, CH.sub.3, C.sub.2 H.sub.5 or --CH.sub.2 --; where n is 0, 1 or 2; wherein each of the dashed lines are the same and each represents a carbon-carbon single bond or no bond; wherein A' and B' are both --CH.sub.2 -- when n is 1 or 2 and the dashed line is a carbon-carbon single bond or A' is hydrogen and B' is C.sub.2 H.sub.5 or CH.sub.3 or both A' and B' are each CH.sub.3 or A' is C.sub.2 H.sub.5 and B' is CH.sub.3 when n is 0 and the dashed line represents no bond, which imparts thereto rich, musky, cedar woody, sandalwood, sweet, floral, ionone-like, soft-fruity (apricot), green and earthy aromas with resinous topnotes and nutty oily nuances. Also described is a process for preparing such compounds according to the reaction schemes: ##STR4## wherein the lines +++++ A', B', the dashed lines and n are as defined above wherein M is alkaline metal.
    • 描述了香料和香料组合物和包含肥皂,洗涤剂,粉末以及含有具有以下通用结构的2,2,3-三甲基-3-环戊烯-1-基烯基和亚烷基仲链烷醇,链烷酮,环烷醇和环烷酮的香水制品, 其中线+++++之一是碳 - 碳双键,另一条线+++++是碳 - 碳单键; 其中X是具有以下结构的甲醇:具有结构的羰基,其中A'是氢,CH 3,C 2 H 5或-CH 2 - ; 其中B'是氢,CH 3,C 2 H 5或-CH 2 - ; 其中n为0,1或2; 其中每个虚线相同并且各自表示碳 - 碳单键或无键; 其中当n为1或2并且虚线为碳 - 碳单键或A'为氢且B'为C 2 H 5或CH 3时,A'和B'均为-CH 2 - ,或者A'和B'均为CH 3 或A'为C 2 H 5,B'为CH 3,n为0,虚线表示无键,赋予其丰富,麝香,雪松木香,檀香,甜,花,紫罗兰酮,软果(杏),绿 和土质的香气与树脂的顶部和坚果油的细微差别。 还描述了根据反应方案制备这些化合物的方法:其中线+++++ A',B',虚线和n 如上所定义,其中M是碱金属。