Claims Analysis
Total Claims: 6
Claim 1
Independent Claim
206 words
A process for the preparation of racemic or optically active cyclopropane carboxylic acids of the formula ##STR17## wherein the COOH on the 1-carbon and the ##STR18## on the two carbon are cis relative to each other and R 1 and R 2 are selected from the group consisting of ethyl and methyl or R 1 is methyl and R 2 is methoxy carbonyl or R 1 and R 2 together with the carbon atom to which they are attached form a cyclopentyl comprising submitting the internal hemiacylal of racemic or optically active cis 3,3-dimethyl-2-formyl-cyclopropane-1-carboxylic acid of the formula ##STR19## in the presence of an organic solvent to the action of a phosphorus reagent selected from the group consisting of an ylide of the formula ##STR20## in the presence of an alkali metal hydride and a carbanion of the formula ##STR21## wherein A, B, and C are selected from the group consisting of phenyl, dialkylamino and dialkylamino diaryl, A 1 and B 1 are selected from the group consisting of phenyl, dialkylamino and alkoxy and R 1 and R 2 have the above meaning in the presence of an alkali metal amide or alkali metal alcoholate to form the corresponding racemic or optically active cyclopropane carboxylic acid.
Claim 2
Dependent Claim
206 words
A process for the preparation of racemic or optically active cyclopropane carboxylic acids of the formula ##STR17## wherein the COOH on the 1-carbon and the ##STR18## on the two carbon are cis relative to each other and R 1 and R 2 are selected from the group consisting of ethyl and methyl or R 1 is methyl and R 2 is methoxy carbonyl or R 1 and R 2 together with the carbon atom to which they are attached form a cyclopentyl comprising submitting the internal hemiacylal of racemic or optically active cis 3,3-dimethyl-2-formyl-cyclopropane-1-carboxylic acid of the formula ##STR19## in the presence of an organic solvent to the action of a phosphorus reagent selected from the group consisting of an ylide of the formula ##STR20## in the presence of an alkali metal hydride and a carbanion of the formula ##STR21## wherein A, B, and C are selected from the group consisting of phenyl, dialkylamino and dialkylamino diaryl, A 1 and B 1 are selected from the group consisting of phenyl, dialkylamino and alkoxy and R 1 and R 2 have the above meaning in the presence of an alkali metal amide or alkali metal alcoholate to form the corresponding racemic or optically active cyclopropane carboxylic acid.
Claim 3
Dependent Claim
167 words
A process for the preparation of racemic or optically active cyclopropane carboxylic acids of the formula ##STR22## wherein the COOH on the 1-carbon atom and the ##STR23## on the 2-carbon atom are cis relative to each other and Z is selected from the group consisting of methyl and methoxycarbonyl which comprises reacting the internal hemiacylal of racemic or optically active cis 3,3-dimethyl-2-formyl-cyclopropane-1-carboxylic acid of the formula ##STR24## in the presence of an organic solvent with a phosphorus reagent selected from the group consisting of an ylide of the formula ##STR25## in the presence of an alkali metal hydride and a carbanion of the formula ##STR26## wherein Z has the above definition and A, B, and C are selected from the group consisting of phenyl, dialkylamino and dialkylamino diaryl, A 1 and B 1 are selected from the group consisting of phenyl, dialkylamino and alkoxy in the presence of an alkali metal amide or alkali metal alcoholate to form the corresponding racemic or optically active cyclopropane carboxylic acid.
Claim 4
Dependent Claim
167 words
A process for the preparation of racemic or optically active cyclopropane carboxylic acids of the formula ##STR22## wherein the COOH on the 1-carbon atom and the ##STR23## on the 2-carbon atom are cis relative to each other and Z is selected from the group consisting of methyl and methoxycarbonyl which comprises reacting the internal hemiacylal of racemic or optically active cis 3,3-dimethyl-2-formyl-cyclopropane-1-carboxylic acid of the formula ##STR24## in the presence of an organic solvent with a phosphorus reagent selected from the group consisting of an ylide of the formula ##STR25## in the presence of an alkali metal hydride and a carbanion of the formula ##STR26## wherein Z has the above definition and A, B, and C are selected from the group consisting of phenyl, dialkylamino and dialkylamino diaryl, A 1 and B 1 are selected from the group consisting of phenyl, dialkylamino and alkoxy in the presence of an alkali metal amide or alkali metal alcoholate to form the corresponding racemic or optically active cyclopropane carboxylic acid.
Claim 5
Dependent Claim
42 words
The process of claim 1, which comprises reacting an o,o-dialkyl 1-methoxy-carbonyl ethyl phosphonate such as o,o-diethyl 1-methoxycarbonyl ethyl phosphonate in the presence of tetrahydrofuran with the internal hemi-acylal of cis-3,3-dimethyl-2-formyl-cyclopropane-1-carboxylic (1S,2R) acid in a basic medium, to form 1cis seq.trans-pyrethric (1S,2R) acid.
Claim 6
Dependent Claim
39 words
The process of claim 1, which comprises reacting a triarylisopropyl phosphonium salt such as triphenylisopropyl phosphonium iodide in the presence of dimethoxyethane with the internal hemi-acylal of cis-3,3-dimethyl-2-formyl-cyclopropane-1-carboxylic (1S,2R) acid in a basic medium, to form 1-cis-chrysanthemic (1S,2R) acid.