Claims
- 1. A process for producing a compound having the structure:
- R--O--R'--OH
- wherein:
- R is phenyl or phenyl substituted with one or more member of group consisting of:
- C.sub.1 -C.sub.4 alkyl,
- C.sub.1 -C.sub.4 alkoxy and methylene-dioxy; and
- R' is C.sub.5 -C.sub.6 cycloalk-1,2-ylene or C.sub.5 -C.sub.6 cycloalk-1,2-ylene substituted with one or more member of the group consisting of:
- C.sub.1 -C.sub.4 alkyl and
- C.sub.1 -C.sub.4 alkoxy;
- comprising reacting at between about 170.degree. C. and about 225.degree. C.:
- (A) a compound having the formula ROH wherein R is as defined above; and
- (B) at least one member of the group consisting of:
- cyclopentene oxide,
- cyclohexene oxide,
- cyclopentene oxide substituted with one or more member of the group consisting of C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy and vinyl; and
- cyclohexene oxide substituted with one or more member selected from the group consisting of C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, and vinyl;
- in the presence of an effective amount of sodium-containing catalyst selected from the group consisting of sodium metal, C.sub.1 -C.sub.8 sodium alkoxide, C.sub.6 -C.sub.10 sodium aryloxide, C.sub.7 -C.sub.9 sodium alkaryloxide and sodium hydride.
- 2. A process in accordance with claim 1 wherein the reaction is performed at between about 170.degree. and about 210.degree. C.
- 3. A process in accordance with claim 1 wherein the amount of sodium-containing catalyst is in the range of between about 0.01% and about 5% by weight, based on the weight of component (A).
- 4. A process in accordance with claim 3 wherein the sodium-containing catalyst is present in a concentration of between about 0.05% and about 1% by weight, based on the weight of component (A).
- 5. A process in accordance with claim 1 wherein said sodium-containing catalyst is selected from the group consisting of sodium metal, sodium methoxide, sodium ethoxide, sodium isopropoxide, sodium phenoxide, sodium para-tert-butylphenoxide and sodium p-tolueneoxide.
- 6. A process in accordance with claim 5 wherein said sodium-containing catalyst is sodium metal.
- 7. A process in accordance with claim 5 wherein said sodium-containing catalyst is sodium methoxide.
- 8. A process in accordance with claim 5 wherein said sodium-containing catalyst is para-tert-butylphenoxide.
- 9. A process in accordance with claim 1 wherein component (A) is 4-tert-butylphenol and component (B) is cyclohexene oxide.
Parent Case Info
This application is a continuation-in-part of U.S. patent application Ser. No. 583,452, filed Feb. 24, 1984 now abandoned.
US Referenced Citations (4)
Non-Patent Literature Citations (3)
Entry |
Parker, Chem. Rev. 59 (1959) 737-763, 790-799. |
Posner et al, Jour. Amer. Chem. Soc. 99 (1977) 8208, 8214-8218. |
Rowton et al, J. Org. Chem. 23, 1057 (1958). |
Continuation in Parts (1)
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Number |
Date |
Country |
Parent |
583452 |
Feb 1984 |
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