Method for producing 3,7-dimethyl-7-octenol and method for producing 3,7-dimethyl-7-octenyl carboxylate compound
US-2019194099-A1 · Jun 27, 2019 · US
US11958801B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-11958801-B2 |
| Application number | US-202318154068-A |
| Country | US |
| Kind code | B2 |
| Filing date | Jan 13, 2023 |
| Priority date | Apr 21, 2020 |
| Publication date | Apr 16, 2024 |
| Grant date | Apr 16, 2024 |
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A process for process for preparing 6-isopropenyl-3-methyl-9-decenyl acetate of the following formula (3), wherein Ac represents an acetyl group, the process comprising steps of: preparing a nucleophilic reagent, 5-isopropenyl-2-methyl-8-nonenyl compound, of the following general formula (1): wherein M 1 represents Li, MgZ 1 , ZnZ 1 , Cu, CuZ 1 , or CuLiZ 1 , wherein Z 1 represents a halogen atom or a 5-isopropenyl-2-methyl-8-nonenyl group, from a 5-isopropenyl-2-methyl-8-nonenyl halide compound of the following general formula (4): wherein X 1 represents a halogen atom; subjecting the nucleophilic reagent (1), 5-isopropenyl-2-methyl-8-nonenyl compound, to an addition reaction with at least one electrophilic reagent selected from the group consisting of formaldehyde, paraformaldehyde, and 1,3,5-trioxane, followed by a hydrolysis reaction to form 6-isopropenyl-3-methyl-9-decenol of the following formula (2); and acetylating 6-isopropenyl-3-methyl-9-decenol (2) to form 6-isopropenyl-3-methyl-9-decenyl acetate (3).
Opening claim text (preview).
The invention claimed is: 1. A process for preparing a 5-isopropenyl-2-methyl-8-nonenyl halide compound of the following general formula (4): wherein X 1 represents a halogen atom, the process comprising steps of: subjecting a nucleophilic reagent, 2-isopropenyl-5-hexenyl compound, of the following general formula (5): wherein M 2 represents Li, MgZ 2 , ZnZ 2 , Cu, CuZ 2 , or CuLiZ 2 , wherein Z 2 represents a halogen atom or a 2-isopropenyl-5-hexenyl group, to a coupling reaction with a 1,3-dihalo-2-methylpropane compound of the following general formula (6): wherein X 1 represents, independently of each other, a halogen atom, to form 5-isopropenyl-2-methyl-8-nonenyl halide compound (4).
by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds · CPC title
of unsaturated alcohols · CPC title
Halogenated dienes · CPC title
with compounds containing carbon-to-metal bonds · CPC title
involving an organo-magnesium compound, e.g. Grignard synthesis · CPC title
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