Process for preparing bicylo[2.2.1] heptane derivatives
AssigneeIdemitsu Kosan Co., Ltd.
InventorsToshiyuki Tsubouchi, Yukio Yoshida, Motohisa Ido, Masahiro Katayama
Life of this patent
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Abstract
The invention relates to economical and efficient methods for producing 2-methylene-3-methylbicyclo[2,2,1]heptane, 2,3-dimethylbicyclo[2.2.1]hept-2-ene and the like that are useful for materials of producing base oil of traction drive fluid for traction drive lubricating oil. The methods comprise reacting one or more C3-4 acyclic olefins with cyclopentadiene and isomerizing the resulting bicyclo[2.2.1]heptene derivatives in the presence of an isomerization catalyst to give one or more bicyclo[2.2.1]heptane derivatives.
Claims13
A method for producing bicyclo[2.2.1]heptane derivatives, which comprises reacting one or more C3-4 acyclic olefins with cyclopentadiene to give bicyclo[2.2.1]heptene derivatives of the following general formula (I):
- wherein R1 and R2 each represent a hydrogen atom, a methyl group or an ethyl group, and the sum of the carbon atoms in R1 and R2 is 1 or 2, followed by isomerizing them in the presence of an isomerization catalyst to give one or more bicyclo[2.2.1]heptane derivatives of the following general formula (II):
- wherein R3 and R4 each represent a hydrogen atom or a methyl group, and the sum of the carbon atoms in R3 and R4 is 0 or 1, the following general formula (III):
- wherein R5 and R6 each represent a hydrogen atom or a methyl group, and the sum of the carbon atoms in R5 and R6 is 0 or 1, and the following general formula (IV):
- wherein R7 and R8 each represent a hydrogen atom, a methyl group or an ethyl group, and the sum of the carbon atoms in R7 and R8 is 1 or 2.
A method for producing bicyclo[2.2.1]heptane derivatives, which comprises reacting one or more C3-4 acyclic olefins with cyclopentadiene in the presence of an isomerization catalyst for simultaneous isomerization to give one or more bicyclo[2.2.1]heptane derivatives of the following general formula (II):
- wherein R3 and R4 each represent a hydrogen atom or a methyl group, and the sum of the carbon atoms in R3 and R4 is 0 or 1, the following general formula (III):
- wherein R5 and R6 each represent a hydrogen atom or a methyl group, and the sum of the carbon atoms in R5 and R6 is 0 or 1, and the following general formula (IV):
- wherein R7 and R8 each represent a hydrogen atom, a methyl group or an ethyl group, and the sum of the carbon atoms in R7 and R8 is 1 or 2.
A method for producing bicyclo[2.2.1]heptane derivatives, which comprises isomerizing bicyclo[2.2.1]heptene derivatives of the following general formula (I):
- wherein R1 and R2 each represent a hydrogen atom, a methyl group or an ethyl group, and the sum of the carbon atoms in R1 and R2 is 1 or 2, in the presence of an isomerization catalyst to give one or more bicyclo[2.2.1]heptane derivatives of the following general formula (II):
- wherein R3 and R4 each represent a hydrogen atom or a methyl group, and the sum of the carbon atoms in R3 and R4 is 0 or 1, the following general formula (III):
- wherein R5 and R6 each represent a hydrogen atom or a methyl group, and the sum of the carbon atoms in R5 and R6 is 0 or 1, and the following general formula (IV):
- wherein R7 and R8 each represent a hydrogen atom, a methyl group or an ethyl group, and the sum of the carbon atoms in R7 and R8 is 1 or 2.
Dependencies are inferred from the claim text.