Processes for preparing alpha-necrodyl compounds and processes for preparing gamma-necrodyl compounds

    公开(公告)号:US11370741B2

    公开(公告)日:2022-06-28

    申请号:US17378952

    申请日:2021-07-19

    Abstract: The present invention provides processes for preparing an α-necrodyl compound of the following general formula (3): wherein R2 represents a monovalent hydrocarbon group having 1 to 9 carbon atoms, the process comprising: subjecting a 3, 5, 5-trimethyl-3-cyclopentene compound of the following general formula (1): wherein R2 is as defined above, and X represents a leaving group, to a nucleophilic substitution reaction with a methylating agent of the following general formula (2): wherein M represents Li, MgZ1, ZnZ1, Cu, CuZ1, or CuLiZ1, and Z1 represents a halogen atom or a methyl group, to form the α-necrodyl compound (3). The present invention further provides processes for preparing γ-necrodyl compounds of the following general formula (4): wherein R2 represents a monovalent hydrocarbon group having 1 to 9 carbon atoms, the process comprising: subjecting the α-necrodyl compound (3) thus obtained to a positional isomerization reaction at the double bond to form the γ-necrodyl compound (4).

    3-ACYLOXYMETHYL-3-BUTENYL CARBOXYLATE COMPOUND AND METHOD FOR PRODUCING 4-ALKYL-3-METHYLENEBUTYL CARBOXYLATE
    5.
    发明申请
    3-ACYLOXYMETHYL-3-BUTENYL CARBOXYLATE COMPOUND AND METHOD FOR PRODUCING 4-ALKYL-3-METHYLENEBUTYL CARBOXYLATE 有权
    3-乙酰甲基-3-丁烯基羧酸酯化合物及其制备方法4-甲基-3-甲基戊酸羧酸酯

    公开(公告)号:US20160185707A1

    公开(公告)日:2016-06-30

    申请号:US14974104

    申请日:2015-12-18

    Abstract: Provided is a simple, selective and efficient method for producing 4-alkyl-3-methylenebutyl carboxylates such as 7-methyl-3-methylene-7-octenyl propionate. More specifically provided is a method for producing a 4-alkyl-3-methylenebutyl carboxylate compound, the method comprising a diacyloxylation step of subjecting a 4-halo-2-halomethyl-1-butene compound (6) to diacyloxylation to obtain a 3-acyloxymethyl-3-butenyl carboxylate compound (3), and a coupling step of subjecting the 3-acyloxymethyl-3-butenyl carboxylate compound (3) to a coupling reaction with an organometallic reagent (4) to obtain the 4-alkyl-3-methylenebutyl carboxylate compound (5).

    Abstract translation: 提供了一种用于制备4-烷基-3-亚甲基丁基羧酸酯如7-甲基-3-亚甲基-7-辛烯基丙酸酯的简单,选择性和有效的方法。 更具体地提供了制备4-烷基-3-亚甲基丁基羧酸酯化合物的方法,该方法包括使4-卤代-2-甲基-1-丁烯化合物(6)进行二酰氧基化得到3- 酰氧基甲基-3-丁烯基羧酸酯化合物(3),以及使3-酰氧基甲基-3-丁烯基羧酸酯化合物(3)与有机金属试剂(4)进行偶联反应的偶联工序,得到4-烷基-3- 亚甲基丁基羧酸酯化合物(5)。

    Method for producing 2-isopropylidene-5-methyl-4-hexenyl butyrate
    6.
    发明授权
    Method for producing 2-isopropylidene-5-methyl-4-hexenyl butyrate 有权
    2-异亚丙基-5-甲基-4-己烯基丁酸酯的制备方法

    公开(公告)号:US09126920B2

    公开(公告)日:2015-09-08

    申请号:US14527239

    申请日:2014-10-29

    Abstract: Provided is a simple and efficient method for producing 2-isopropylidene-5-methyl-4-hexenyl butyrate. More specifically, provided is a method for producing 2-isopropylidene-5-methyl-4-hexenyl butyrate, the method including the steps of: isomerizing 2-isopropenyl-5-methyl-4-hexenoic acid ester (1) into 2-isopropylidene-5-methyl-4-hexenoic acid ester (2), reducing thus formed 2-isopropylidene-5-methyl-4-hexenoic acid ester (2) into 2-isopropylidene-5-methyl-4-hexenol (3), and butyrylating thus formed 2-isopropylidene-5-methyl-4-hexenol (3) into 2-isopropylidene-5-methyl-4-hexenyl butyrate (4), wherein R represents a C1-10 hydrocarbon group.

    Abstract translation: 提供了生产2-异亚丙基-5-甲基-4-己烯基丁酸酯的简单有效的方法。 更具体地说,提供了2-异亚丙基-5-甲基-4-己烯基丁酸酯的制造方法,其特征在于,将2-异丙烯基-5-甲基-4-己烯酸酯(1)异构化成2-异丙叉 -5-甲基-4-己烯酸酯(2),将由此形成的2-异亚丙基-5-甲基-4-己烯酸酯(2)还原成2-异亚丙基-5-甲基-4-己烯醇(3),和 将由此形成的2-异亚丙基-5-甲基-4-己烯醇(3)丁酰化成2-异丙叉-5-甲基-4-己烯基丁酸酯(4),其中R表示C1-10烃基。

    PROCESS FOR PREPARING CONJUGATED DIENE COMPOUND UTILIZING INTRAMOLECULAR SIGMATROPIC REARRANGEMENT REACTION

    公开(公告)号:US20240262943A1

    公开(公告)日:2024-08-08

    申请号:US18322680

    申请日:2023-05-24

    CPC classification number: C08F36/04

    Abstract: The present invention relates to A process for preparing a conjugated diene compound, the process comprising: subjecting, to an intramolecular sigmatropic rearrangement reaction, a conjugated diene compound (1) of the following general formula (1), wherein Z represents a halogen atom, a methyl group, a hydroxy group, an acetoxy group, a formyl group, or an acetal, and n and m are, independently of each other, integers of 0 to 14, or a conjugated diene compound (2) of the following general formula (2), wherein Z, n, and m are as defined above, to obtain, respectively, a conjugated diene compound (3) of the following general formula (3), wherein Z is as defined above, and n and m are, independently of each other, integers of 0 to 14, with the proviso that m−1 is an integer of zero or more, or a conjugated diene compound (4) of the following general formula (4), wherein Z is as defined above, and n and m are, independently of each other, integers of 0 to 14, with the proviso that n−1 is an integer of zero or more.

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