Claims
- 1. A method of preparing a phenoxyphenol compound of the formula ##STR48## wherein Z is Br of H; and
- A is halogen
- comprising:
- (a) contacting a phenoxyphenone compound of the formula ##STR49## wherein Z and A are as defined before and
- R is phenyl or substituted phenyl of the formula ##STR50## wherein T is independently H or halogen
- with peroxide in the presence of an acid catalyst to form a phenoxyphenol ester of the formula ##STR51## wherein Z, A, and R are as previously defined; and
- (b) converting the phenoxyphenyl ester (II) to the phenoxyphenol (III).
- 2. The method of claim 1, wherein the phenoxyphenyl ester is converted to the phenoxyphenol by alcoholysis with an alcohol in the presence of a transesterification catalyst.
- 3. The method of claim 2 wherein the transesterification catalyst is a tetraalkyltitanate.
- 4. The method of claim 1 wherein the phenoxyphenyl ester is converted to the phenoxyphenol by hydrolysis in the presence of an acid.
- 5. The method of claim 1 wherein the phenoxyphenyl ester is converted to the phenoxyphenol by hydrolysis in the presence of a base followed by neutralization with an acid.
- 6. The method of claim 1 wherein R is phenyl.
- 7. The method of claim 6 wherein A is fluorine or chlorine.
- 8. The method of claim 6 wherein Z is bromine and A is fluorine.
- 9. The method of claim 6 wherein Z is hydrogen and A is fluorine.
CROSS-REFERENCE TO RELATED APPLICATION
This application is a continuation-in-part of the copending application Ser. No. 233,385, filed Aug. 18, 1988, now abandoned which is a continuation-in-part of application Ser. No. 138,279, filed Dec. 28, 1987, now abandoned.
US Referenced Citations (16)
Foreign Referenced Citations (2)
Number |
Date |
Country |
1577181 |
Mar 1976 |
GBX |
1593167 |
Dec 1977 |
GBX |
Non-Patent Literature Citations (3)
Entry |
Hassell, C. H., Organic Reactions, 1957, 9, Chapter 3, pp. 73-106. |
De la Mare, P. B. D., Electrophilic Halogenation, 1976, p. 131f. |
Schubert, W. M. et al., J. American Chemical Society, 97 (13), pp. 3877-3878, 1975. |
Continuation in Parts (2)
|
Number |
Date |
Country |
Parent |
233385 |
Aug 1988 |
|
Parent |
138279 |
Dec 1987 |
|