# US 4,393,260 A · Preparation of cyclohexenyl compounds

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- Number: US 4,393,260 A
- Document ID: US4393260A
- Status: Granted
- Kind: A
- Application number: 06/270,703
- Filed: 1981-06-05
- Granted: 1983-07-12
- Earliest claimed: 1980-08-01
- Assignees: The Standard Oil Company
- Inventors: Louis J. Velenyi; Serge R. Dolhyj; Andrew S. Krupa
- Web page: https://patentgrep.com/patent/US4393260A

## CPC

- C07C 15/46: Styrene; Ring-alkylated styrenes
- C07C 1/2078: {by a transformation in which at least one -C(=O)-O- moiety is eliminated}
- C07C 2523/78: with alkali- or alkaline earth metals or beryllium
- C07C 2523/835: with germanium, tin or lead
- C07C 2523/885: and copper
- C07C 2523/887: containing in addition other metals, oxides or hydroxides provided for in groups C07C2523/02 - C07C2523/36
- C07C 2601/16: the ring being unsaturated
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## Abstract

Cyclohexenyl and alkenyl aromatic compounds, such as cyclohexene and styrene, are prepared by a process comprising contacting a corresponding cyclohexyl or alkyl aromatic carboxylic acid, such as cyclohexyl carboxylic acid or 2-phenyl propionic acid, with a decarboxylation catalyst of the formula M.sub.a M'.sub.b O.sub.x where m is copper or a combination of copper and molybdenum, and M' is at least one promoter element, such as a Group IA element.

## Claims

### Claim 1

A process for preparing a cyclohexenyl compound, the process comprising contacting a corresponding cyclohexyl carboxylic acid with a decarboxylation catalyst of the formula:
M.sub.a M'.sub.b O.sub.x
where
M is a combination of copper and molybdenum;
M' is at least one of sodium, potassium, cesium, tin and bismuth;
a is a number of about 0.1 to 1;
b is a number of about 0.01 to 0.5 and
x is the number of oxygen atoms determined by the valence requirement of the other elements present.

### Claim 2 (depends on 1)

The process of claim 1 where the carboxylic acid is of the formula ##STR4## where R is an inert substituent; and
n is 0-4.

### Claim 3 (depends on 2)

The process of claim 2 where n is 0.

### Claim 4 (depends on 1)

The process of claim 1 conducted in the vapor phase.

### Claim 5 (depends on 1)

The process of claim 1 where M' is tin or a combination of bismuth and cesium and b is a number of about 0.1 to about 0.3.

### Claim 6 (depends on 5)

The process of claim 5 conducted in the vapor phase and in the presence of a diluent gas.

### Claim 7 (depends on 6)

The process of claim 6 where the diluent gas is steam or acetone vapor.