Process for the preparation of 3,7-dimethylnonan-1-ol
US-9718749-B2 · Aug 1, 2017 · US
US9708241B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9708241-B2 |
| Application number | US-201415021168-A |
| Country | US |
| Kind code | B2 |
| Filing date | Sep 11, 2014 |
| Priority date | Sep 12, 2013 |
| Publication date | Jul 18, 2017 |
| Grant date | Jul 18, 2017 |
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Target compounds are synthesized simply, efficiently and selectively. More specifically, provided are a method for producing (2,4,4-trimethyl-1-cyclohexene)carbaldehyde, comprising the steps of: reacting the carbonyl group of 2,4,4-trimethyl-2-cyclohexenone (1) to obtain a 2,4,4-trimethyl-2-cyclohexenylidenemethyl ether compound (2) and hydrolyzing Compound (2) to obtain the (2,4,4-trimethyl-1-cyclohexene)carbaldehyde (3); a method for producing (2,4,4-trimethyl-1-cyclohexene)methanol, comprising a step of reducing Compound (3) to obtain the (2,4,4-trimethyl-1-cyclohexene)methanol (4); and a method for producing a (2,4,4-trimethyl-1-cyclohexenyl)methyl ester compound, comprising a step of esterifying Compound (4) to obtain the (2,4,4-trimethyl-1-cyclohexenyl)methyl ester compound (5).
Opening claim text (preview).
The invention claimed is: 1. A method for producing (2,4,4-trimethyl-1-cyclohexene)carbaldehyde, comprising the steps of: reacting a carbonyl group of 2,4,4-trimethyl-2-cyclohexenone of Formula (1): with a triphenylphosphonium alkoxymethylide of formula (C 6 H 5 ) 3 P═CHOR 1 , wherein R 1 is a monovalent hydrocarbon group having 1 to 8 carbon atoms, to obtain a 2,4,4-trimethyl-2-cyclohexenylidenemethyl ether compound of General Formula (2): wherein R 1 is as recited above; and hydrolyzing the 2,4,4-trimethyl-2-cyclohexenylidenemethyl ether to obtain the (2,4,4-trimethyl-1-cyclohexene)carbaldehyde of Formula (3): 2. A method for producing (2,4,4-trimethyl-1-cyclohexene)methanol, comprising: the steps comprised by the method according to claim 1 to obtain the (2,4,4-trimethyl-1-cyclohexene)carbaldehyde; and a step of reducing the (2,4,4-trimethyl-1-cyclohexene)carbaldehyde to obtain the (2,4,4-trimethyl-1-cyclohexene)methanol of Formula (4): 3. A method for producing a (2,4,4-trimethyl-1-cyclohexenyl)methyl ester compound, comprising: the steps comprised by the method according to claim 2 to obtain the (2,4,4-trimethyl-1-cyclohexene)methanol; and a step of esterifying the (2,4,4-trimethyl-1-cyclohexene)methanol with a compound selected from the group consisting of an acylating agent, a carboxylic acid, and a carboxylic ester to obtain the (2,4,4-trimethyl-1-cyclohexenyl)methyl ester compound represented byof General Formula (5): wherein R is a hydrogen atom or a monovalent hydrocarbon group having 1 to 10 carbon atoms.
by hydrolysis · CPC title
the ring being unsaturated · CPC title
from carboxylic acid halides · CPC title
of a —CHO group · CPC title
Preparation of ethers · CPC title
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