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US 2024/0279142 A1Published application
Method for producing cycloalkyl bromide
AssigneeSumitomo Chemical Company, Limited
InventorsRyosuke KATO, Takahiro KIMURA, Soichi ITO
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Abstract
An object of the present invention is to provide a method for producing a cycloalkyl bromide without using heavy metals and the like. The present invention provides a method for producing a compound represented by Formula (2) wherein R represents an optionally substituted C3-C4 cycloalkyl group, by reacting a compound represented by Formula (1) wherein R represents the same meaning as described above, and M represents an alkali metal, with bromine in presence of a radical initiator or under light irradiation.
Claims20
1:
- A method for producing a compound of Formula (2)
- wherein R is an optionally substituted C3-C4 cycloalkyl group, comprising:
- reacting a compound of Formula (1) with bromine in presence of a radical initiator or under light irradiation,
- wherein in the Formula (1), R is an optionally substituted C3-C4 cycloalkyl group, and M is an alkali metal.
1 more element
2:
- The method according to claim 1, wherein in the Formula (1), R is a cyclopropyl group or a cyclobutyl group.
3:
- The method according to claim 1, wherein in the Formula (1), M is potassium or cesium.
4:
- The method according to claim 1, wherein the reacting is carried out in the presence of the radical initiator comprising an azo compound.
5:
- The method according to claim 1, wherein the reacting is carried out in presence of a solvent.
6:
- The method according to claim 5, wherein the solvent comprises a halogenated hydrocarbon, a nitrile, or an ester.
7:
- The method according to claim 5, wherein the solvent comprises an aryl chloride, a C1-C3 alkylnitrile, a benzonitrile, or a C1-C6 alkyl acetate ester.
8:
- The method according to claim 2, wherein in the Formula (1), M is potassium or cesium.
9:
- The method according to claim 2, wherein the reacting is carried out in the presence of the radical initiator comprising an azo compound.
10:
- The method according to claim 3, wherein the reacting is carried out in the presence of the radical initiator comprising an azo compound.
11:
- The method according to claim 2, wherein the reacting is carried out in presence of a solvent.
12:
- The method according to claim 3, wherein the reacting is carried out in presence of a solvent.
13:
- The method according to claim 4, wherein the reacting is carried out in presence of a solvent.
14:
- The method according to claim 11, wherein the solvent comprises a halogenated hydrocarbon, a nitrile, or an ester.
15:
- The method according to claim 12, wherein the solvent comprises a halogenated hydrocarbon, a nitrile, or an ester.
16:
- The method according to claim 13, wherein the solvent comprises a halogenated hydrocarbon, a nitrile, or an ester.
17:
- The method according to claim 11, wherein the solvent comprises an aryl chloride, a C1-C3 alkylnitrile, a benzonitrile, or a C1-C6 alkyl acetate ester.
18:
- The method according to claim 12, wherein the solvent comprises an aryl chloride, a C1-C3 alkylnitrile, a benzonitrile, or a C1-C6 alkyl acetate ester.
19:
- The method according to claim 13, wherein the solvent comprises an aryl chloride, a C1-C3 alkylnitrile, a benzonitrile, or a C1-C6 alkyl acetate ester.
20:
- The method according to claim 4, wherein the azo compound comprises at least one selected from the group consisting of azobisisobutyronitrile, 2,2′-azobis(4-methoxy-2,4-dimethylvaleronitrile, 2,2′-azobis [2-(2-imidazoline-2-yl)propane] dihydrochloride, and 2,2′-azobis (2-methylpropionamidine) dihydrochloride.