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US 2026/0200836 A1Published application
Method for producing 2-(halogenated methyl)naphthalene and 2-naphthyl acetonitrile
AssigneeUbe Corporation
InventorsShunsuke TSUJI, Masaki NAGAHAMA, Hirotsugu TANIIKE
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Abstract
A method for producing a 2-(halogenated methyl)naphthalene represented by general formula (1): where X is a halogen atom. The method includes a halogenation process of reacting 2-methylnaphthalene with a halogenating agent under light irradiation, in an aliphatic hydrocarbon solvent.
Claims14
1:
- A method for producing a 2-(halogenated methyl)naphthalene of formula (1):
- wherein
- X is a halogen atom,
- the method comprising:
- flow synthesis reaction in an open system of 2-methylnaphthalene with a halogenating agent under light irradiation, in an aliphatic hydrocarbon solvent,
- wherein
- a temperature of the flow synthesis reaction is from −20° C. to 80° C., and
- the flow synthesis reaction does not comprise an additive.
5 more elements
2:
- The method according to claim 1, wherein the halogenating agent is a brominating agent.
3:
- The method according to claim 1, wherein the aliphatic hydrocarbon is selected from the group consisting of cyclic aliphatic hydrocarbons and chain aliphatic hydrocarbons.
4:
- The method according to claim 3, wherein the aliphatic hydrocarbon is a cyclic aliphatic hydrocarbon and is selected from the group consisting of cyclopentane, cyclohexane, cycloheptane, cyclooctane, methylcyclopentane, ethylcyclopentane, methylcyclohexane, ethylcyclohexane, 1,2-dimethylcyclohexane, 1,3-dimethylcyclohexane, 1,4-dimethylcyclohexane, isopropylcyclohexane, n-propylcyclohexane, t-butylcyclohexane, n-butylcyclohexane and isobutylcyclohexane.
5:
- The method according to claim 4 wherein the aliphatic hydrocarbon is cyclohexane.
6:
- The method according to claim 3 wherein the aliphatic hydrocarbon is a chain aliphatic hydrocarbon and is selected from the group consisting of n-pentane, n-hexane, n-heptane and n-octane.
7:
- The method according to claim 1, wherein the light irradiation is performed with light having a wavelength of from 280 nm to 700 nm.
8:
- A method for producing 2-naphthylacetonitrile, comprising:
- flow synthesis reaction in an open system of 2-methylnaphthalene with a halogenating agent under light irradiation, in an aliphatic hydrocarbon solvent to produce a 2-(halogenated methyl)naphthalene of formula (1):
- wherein X is a halogen atom,
- wherein a temperature of the flow synthesis reaction is from −20° C. to 80° C., and
- wherein the flow synthesis reaction does not comprise an additive;
- and
- cyanation of the 2-(halogenated methyl)naphthalene with a cyanating agent, in a solvent.
4 more elements
9:
- The method according to claim 8, wherein the halogenating agent is a brominating agent.
10:
- The method according to claim 8, wherein the aliphatic hydrocarbon is selected from the group consisting of cyclic aliphatic hydrocarbons and chain aliphatic hydrocarbons.
11:
- The method according to claim 10, wherein the aliphatic hydrocarbon is a cyclic aliphatic hydrocarbon and is selected from the group consisting of cyclopentane, cyclohexane, cycloheptane, cyclooctane, methylcyclopentane, ethylcyclopentane, methylcyclohexane, ethylcyclohexane, 1,2-dimethylcyclohexane, 1,3-dimethylcyclohexane, 1,4-dimethylcyclohexane, isopropylcyclohexane, n-propylcyclohexane, t-butylcyclohexane, n-butylcyclohexane and isobutylcyclohexane.
12:
- The method according to claim 10, wherein the aliphatic hydrocarbon is cyclohexane.
13:
- The method according to claim 10 wherein the aliphatic hydrocarbon is a chain aliphatic hydrocarbon and is selected from the group consisting of n-pentane, n-hexane, n-heptane and n-octane.
14:
- The method according to claim 8, wherein the light irradiation is performed with light having a wavelength of from 280 nm to 700 nm.