4-oxatricyclo[4.3.1.1 3,8]undecan-5-one derivative and process for producing the same
AssigneeDaicel Chemical Industries, Ltd.
InventorTatsuya Nakano
Life of this patent
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Abstract
A 4-oxatricyclo[4.3.1.13,8]undecan-5-one derivative is shown by the following formula (1): wherein R is a hydrogen atom or a (meth)acryloyl group, and carbon atoms constituting a ring may have a substituent in addition to the substituents indicated in the formula. This compound is a novel 4-oxatricyclo[4.3.1.13,8]undecan-5-one derivative having a hydroxyl group or a (meth)acryloyloxy group at the 1-position.
Claims4
A 4-oxatricyclo[4.3.1.13,8]undecan-5-one derivative shown by the following formula (1):
- wherein R is a (meth)acryloyl group and the ring structure is optionally substituted.
A process for producing a 4-oxatricyclo[4.3.1.13,8]undecan-5-one derivative, comprising the step of oxidizing an adamantanone derivative shown by the following formula (2):
- wherein R is a hydrogen atom or a (meth)acryloyl group and the ring structure is optionally substituted, with molecular oxygen in the presence of an imide compound shown by the following formula (3):
- wherein each of R1 and R2 is, identical to or different from each other, a hydrogen atom, a halogen atom, an alkyl group, an aryl group, a cycloalkyl group, a hydroxyl group, an alkoxy group, a carboxyl group, an alkoxycarbonyl group, or an acyl group, where R1 and R2 may be combined to form a double bond or an aromatic or non-aromatic ring;
- X is an oxygen atom or a hydroxyl group;
- and one or two N-substituted cyclic imido groups indicated in the formula (3) may be further formed on said R1, R2, or on the double bond or aromatic or non-aromatic ring formed together by R1 and R2, and in the coexistence of an co-oxidizing agent to yield a 4-oxatricyclo[4.3.1.13,8]undecan-5-one derivative shown by the following formula (1):
- wherein R is a hydrogen atom or a (meth)acryloyl group and the ring structure is optionally substituted.
A process for producing a 4-oxatricyclo[4.3.1.13,8]undecan-5-one derivative, comprising the step of allowing a compound of the following formula (1a):
- wherein the ring structure is optionally substituted, to react with (meth)acrylic acid or a reactive derivative thereof to yield a compound shown by the following formula (1b):
- wherein Rd is a (meth)acryloyl group and the ring structure is optionally substituted.
Dependencies are inferred from the claim text.