Processes for preparing a (1,2-dimethyl-3-methylenecyclopentyl)acetate compound and (1,2-dimethyl-3-methylenecyclopentyl)acetaldehyde

    公开(公告)号:US11731930B2

    公开(公告)日:2023-08-22

    申请号:US17805525

    申请日:2022-06-06

    摘要: The present invention provides a process for preparing a (1,2-dimethyl-3-methylenecyclopentyl)acetate compound of the following general formula (3), wherein R represents a linear or branched alkyl group having 1 to 4 carbon atoms, the process comprising subjecting a haloacetaldehyde alkyl 2,3-dimethyl-2-cyclopentenyl acetal compound of the following general formula (1), wherein R is as defined above, and Y represents a halogen atom, to a dehydrohalogenation reaction in the presence of a base, followed by a rearrangement reaction to obtain a (1,2-dimethyl-2-cyclopentenyl)acetate compound of the following general formula (2), wherein R is as defined above, and subjecting the (1,2-dimethyl-2-cyclopentenyl)acetate compound (2) to an epoxidation reaction, followed by an isomerization reaction and then a methylenation reaction to obtain the (1,2-dimethyl-3-methylenecyclopentyl)acetate compound of the following general formula (3). The present invention also provides a process for preparing (1,2-dimethyl-3-methylenecyclopentyl)acetaldehyde of the following formula (4), the process comprising the aforesaid process for preparing the (1,2-dimethyl-3-methylenecyclopentyl)acetate compound (3), and converting an alkoxycarbonylmethyl group (i.e., —CH2C(═O)OR) of the (1,2-dimethyl-3-methylenecyclopentyl)acetate compound (3) to a formylmethyl group (i.e., —CH2CHO) to obtain (1,2-dimethyl-3-methylenecyclopentyl)acetaldehyde (4).

    Process for preparing a 3,7-dimethylalkane compound

    公开(公告)号:US11685703B2

    公开(公告)日:2023-06-27

    申请号:US18058316

    申请日:2022-11-23

    IPC分类号: C07C5/44

    CPC分类号: C07C5/44

    摘要: The present invention relates to a process for preparing a 3,7-dimethylalkane compound (3): wherein n is 5 or 6, the process comprising: subjecting a nucleophilic reagent, 2,6-dimethyloctyl compound (1): wherein M1 represents Li, Mg Z1, CuZ1, or CuLiZ1, wherein Z1 represents a halogen atom or a 2,6-dimethyloctyl group, to a coupling reaction with an electrophilic alkyl reagent (2): wherein X1 represents a halogen atom or a p-toluenesulfonate group, and “n” is as defined above, to form the 3,7-dimethylalkane compound (3).

    PROCESS FOR PREPARING A 3,7-DIMETHYLALKANE COMPOUND

    公开(公告)号:US20230159412A1

    公开(公告)日:2023-05-25

    申请号:US18058316

    申请日:2022-11-23

    IPC分类号: C07C5/44

    CPC分类号: C07C5/44

    摘要: The present invention relates to a process for preparing a 3,7-dimethylalkane compound (3): wherein n is 5 or 6, the process comprising: subjecting a nucleophilic reagent, 2,6-dimethyloctyl compound (1): wherein M1 represents Li, Mg Z1, CuZ1, or CuLiZ1, wherein Z1 represents a halogen atom or a 2,6-dimethyloctyl group, to a coupling reaction with an electrophilic alkyl reagent (2): wherein X1 represents a halogen atom or a p-toluenesulfonate group, and “n” is as defined above, to form the 3,7-dimethylalkane compound (3).

    PROCESS FOR PREPARING 4-PENTEN-2-YNAL

    公开(公告)号:US20210061745A1

    公开(公告)日:2021-03-04

    申请号:US17010236

    申请日:2020-09-02

    IPC分类号: C07C45/42

    摘要: A process for preparing 4-penten-2-ynal of the following formula (2): CH2═CHC≡CCHO  (2) the process comprising a step of hydrolyzing a 5,5-dialkoxy-1-penten-3-yne compound of the following general formula (1): CH2═CHC≡CCH(OR1)(OR2)  (1) wherein R1 and R2 represent, independently of each other, a monovalent hydrocarbon group having 1 to 15 carbon atoms, preferably 1 to 8, more preferably 1 to 4, or R1 and R2 may be bonded to each other to form a divalent hydrocarbon group, R1-R2, having from 2 to 10 carbon atoms, to obtain 4-penten-2-ynal (2).