Claims
- 1. A process for the preparation of a monoalkyl ether having the formula ##STR7## wherein R is an alkyl radical having 1 to 18 carbon atoms or C.sub.2 H.sub.5 --O--CH.sub.2 CH.sub.2 -- and R.sup.1 is hydrogen or an alkyl radical having 1 to 4 carbon atoms, which comprises reacting a compound having the formula R-OH with a mixture of a compound having the formula ##STR8## and a compound having the formula ##STR9## in the presence of an acid dehydration catalyst, wherein the weight ratio of II:III is from 5:1 to 20:1.
- 2. Process of claim 1 wherein the weight ratio of compound II to III is from 10:1 to 20:1.
- 3. Process of claim 2 wherein the acid dehydration catalyst is selected from sulfuric acid, sulfonated styrene resin acids and p-toluenesulfonic acid.
- 4. Process of claim 1 wherein R is methyl, ethyl, isopropyl, isobutyl, n-butyl, sec-butyl, or 2-ethoxyethyl; and R.sup.1 is hydrogen, methyl, ethyl, or t-butyl.
- 5. Process of claim 2 wherein R is methyl, ethyl, isopropyl, isobutyl, n-butyl, sec-butyl, or 2-ethoxyethyl; and R.sup.1 is hydrogen, methyl, ethyl or t-butyl.
- 6. Process of claim 3 wherein R is methyl, ethyl, isopropyl, isobutyl, n-butyl, sec-butyl, or 2-ethoxyethyl; and R.sup.1 is hydrogen, methyl, ethyl or t-butyl.
- 7. Process of claim 1 wherein compound II is hydroquinone and compound III is benzoquinone, and the alcohol is methanol.
- 8. Process of claim 2 wherein compound II is hydroquinone and compound III is benzoquinone, and the alcohol is methanol.
- 9. Process of claim 3 wherein compound II is hydroquinone and compound III is benzoquinone, and the alcohol is methanol.
- 10. Process of claim 4 wherein R.sup.1 is t-butyl and R is methyl.
- 11. Process of claim 1 wherein the acid catalyst is a sulfonated styrene resin acid.
- 12. Process of claim 11 wherein the weight ratio of compounds II to III is from 10:1 to 20:1.
- 13. Process of claim 12 wherein R is methyl, ethyl, isopropyl, isobutyl, n-butyl, sec-butyl or 2-ethoxyethyl; and R.sup.1 is hydrogen, methyl, ethyl or t-butyl.
- 14. Process of claim 13 wherein compound II is hydroquinone, compound III is benzoquinone and the alcohol is methanol.
- 15. Process of claim 3 wherein the process is carried out at a temperature in the range of room temperature to reflux temperature.
- 16. Process of claim 9 wherein the process is carried out at a temperature in the range of room temperature to reflux temperature.
Parent Case Info
This is a continuation of application Ser. No. 904,683 filed May 10, 1978, which is a CIP of application Ser. No. 748,036 filed Dec. 6, 1976, now abandoned.
US Referenced Citations (4)
Number |
Name |
Date |
Kind |
833605 |
Julius |
Jan 1906 |
|
3895076 |
Bauer et al. |
Jul 1975 |
|
4025566 |
Nagar et al. |
May 1977 |
|
4153810 |
Neumann et al. |
May 1979 |
|
Continuations (1)
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Number |
Date |
Country |
Parent |
904683 |
May 1978 |
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Continuation in Parts (1)
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Number |
Date |
Country |
Parent |
748036 |
Dec 1976 |
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