# US 5,344,980 A · Process for the preparation of 1,3,5-tris(4'-hydroxyaryl)benzene

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- Number: US 5,344,980 A
- Document ID: US5344980A
- Status: Granted
- Kind: A
- Application number: 08/157,486
- Filed: 1993-11-23
- Granted: 1994-09-06
- Earliest claimed: 1993-05-27
- Assignees: Hoechst Celanese Corporation
- Inventors: Mohammad Aslam; William Basinger
- Web page: https://patentgrep.com/patent/US5344980A

## CPC

- C07C 37/11: by reactions increasing the number of carbon atoms
- C07C 37/20: using aldehydes or ketones
- C07C 251/24: having carbon atoms of imino groups bound to carbon atoms of six-membered aromatic rings
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## Abstract

Novel 4-substituted acetophenone anils and methods for preparing 1,3,5-tris(4'-hydroxyphenyl)benzenes from 4-substituted acetophenones such as 4-hydroxyacetophenones or, from substituted 4-hydroxyacetophenone-anils such as 4-hydroxyacetophenone-anil by reacting the 4-substituted acetophenone or corresponding anil with an aniline derivative.

## Claims

### Claim 1

A process for preparing a compound of the formula (III) ##STR6## wherein R is hydroxy, R.sup.1 is hydrogen, C.sub.1 -C.sub.12 alkyl, C.sub.3 -C.sub.6 cycloalkyl, phenyl, halogen, nitro, or alkyl or aromatic sulfonyl, x is an integer from 1 to 4, and when x is greater than 1 each R.sup.1 thereof can be the same or different, said process comprising reacting a substituted 4-hydroxyacetophenone of the formula (II) ##STR7## wherein R, R.sup.1 and x are as defined above, at about 80.degree.-160.degree.0 C. for about 2-24 hours, and wherein compound II is present in at least three molar ratio quantities, with a substituted or unsubstituted aniline derivative, said substituents being selected from the group consisting of derivative being present in a molar ratio range of about a C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy and halo groups, said aniline derivative being present in a molar ratio range of about 1:1 to about 10: 1 with respect to compound II.

### Claim 2 (depends on 1)

The process of claim 1, wherein said aniline derivative is aniline.

### Claim 3 (depends on 1)

The process of claim 1, wherein x is 1 and R.sup.1 is hydrogen.

### Claim 4 (depends on 2)

The process of claim 2, wherein x is 1 and R.sup.1 is hydrogen.

### Claim 5 (depends on 1)

The process of claim 1, wherein a solvent is added.

### Claim 6

A compound of the formula (III) ##STR8## wherein R is hydroxy, R.sup.1 is hydrogen, C.sub.1 -C.sub.12 lower alkyl, C.sub.3 -C.sub.6 cycloalkyl, phenyl, halogen, nitro, or alkyl or aromatic sulfonyl, x is an integer from 1 to 4, and when x is greater than 1, each R.sup.1 thereof can be the same or different.

### Claim 7 (depends on 6)

The compound of the formula (III) in claim 6, wherein x is 1 and R.sup.1 is hydrogen.