# US 4,400,542 A · Synthesis of substituted phenols

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- Number: US 4,400,542 A
- Document ID: US4400542A
- Status: Granted
- Kind: A
- Application number: 06/256,295
- Filed: 1981-04-22
- Granted: 1983-08-23
- Earliest claimed: 1978-12-05
- Assignees: Fisons Limited
- Inventors: David K. Rainey; Michael M. Fanthorpe
- Web page: https://patentgrep.com/patent/US4400542A

## CPC

- C07C 49/825: all hydroxy groups bound to the ring
- C07C 45/68: by increase in the number of carbon atoms
- C07C 49/835: having unsaturation outside an aromatic ring
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## Abstract

There is described a process for the production of a 4,6-diacetyl resorcinol having an alkyl C 1 to 6 or an alkenyl C 2 to 6 group in the 2-position, which comprises reacting 4,6-diacetyl resorcinol with an alkyl C 1 to 6- or an alkenyl C 2 to 6- halide. The product 4,6-diacetyl resorcinols are useful as intermediates in the production of pharmaceuticals. Certain of the product 4,6-diacetyl resorcinols are novel.

## Claims

### Claim 1

A process for the production of a compound of formula I, ##STR3## in which R.sub.1 is alkyl C 1 to 6, which comprises reacting 4,6-diacetyl resorcinol with an alkyl C 1 to 6- bromide or iodide in a polar hydrogen bonding solvent at a temperature of from 20.degree. to 120.degree. C.

### Claim 2 (depends on 1)

A process according to claim 1, when carried out in the presence of a base.

### Claim 3 (depends on 2)

A process according to claim 2, wherein the solvent is water.

### Claim 4 (depends on 2)

A process according to claim 2, wherein the molar ratio of alkyl-halide to the 4,6-diacetyl resorcinol starting material is from 1 to 1.5:1.

### Claim 5 (depends on 2)

A process according to claim 2, wherein base is used in a molar ratio of from 1.8 to 2.2:1 with respect to the 4,6-diacetyl resorcinol starting material.

### Claim 6

2-Allyl-4,6-diacetyl resorcinol or 2-iso-propyl-4,6-diacetyl resorcinol.