Invention Grant
- Patent Title: 1-(2-acyloxyethyl)cyclopropyl sulfonate compound, 3-halomethyl-3-butenyl carboxylate compound, and method for producing 4-alkyl-3-methylenebutyl carboxylate
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Application No.: US14974052Application Date: 2015-12-18
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Publication No.: US09611211B2Publication Date: 2017-04-04
- Inventor: Takeshi Kinsho , Naoki Ishibashi , Yusuke Nagae
- Applicant: Shin-Etsu Chemical Co., Ltd.
- Applicant Address: JP Tokyo
- Assignee: Shin-Etsu Chemical Co., Ltd.
- Current Assignee: Shin-Etsu Chemical Co., Ltd.
- Current Assignee Address: JP Tokyo
- Agency: Myers Bigel, P.A.
- Priority: JP2014-262613 20141225
- Main IPC: C07C69/65
- IPC: C07C69/65 ; C07C309/66 ; C07C309/73 ; C07C67/287 ; C07C67/293 ; C07C69/63 ; C07C67/297 ; C07C315/04 ; C07C317/04 ; C07C317/14

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, for example, a method for producing a 4-alkyl-3-methylenebutyl carboxylate compound, comprising an acyloxylation step of subjecting a 1-(2-haloethyl)cyclopropyl sulfonate compound (1) to acyloxylation to obtain a 1-(2-acyloxyethyl)cyclopropyl sulfonate compound (2), a halogenation step of subjecting the compound (2) to halogenation involving cyclopropyl-allyl rearrangement to obtain a 3-halomethyl-3-butenyl carboxylate compound (3), and a coupling step of subjecting the compound (3) to a coupling reaction with an organometallic reagent (4) to obtain the 4-alkyl-3-methylenebutyl carboxylate compound (5).
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