Claims
- 1. A process for producing an .alpha.-2-pyridyl .alpha.-aryl carbinol or an .alpha.-4-pyridyl .alpha.-aryl carbinol compound, comprising reacting a 2- or 4-cyanopyridine with an .alpha.-aryl ketone or aldehyde in the presence of a metal or metal ion electron donor and recovering therefrom the .alpha.-2-pyridyl .alpha.-aryl carbinol or .alpha.-4-pyridyl .alpha.-aryl carbinol compound;
- wherein the aryl group of said reactant and the produced compound has up to 14 carbon atoms and up to three fused rings.
- 2. The process of claim 1, comprising
- initially reacting .alpha.-aryl aldehyde or ketone in the presence of the metal or metal ion electron donor;
- subsequently reacting the product of said initial reacting with the 2- or 4-cyanopyridine; and
- recovering therefrom the .alpha.-2-pyridyl .alpha.-aryl carbinol or .alpha.-4-pyridyl .alpha.-aryl carbinol compound.
- 3. The process of claim 1, comprising:
- heating and reacting the .alpha.-aryl aldehyde or ketone with the 2- or 4-cyanopyridine in the presence of the metal or metal ion electron donor in an aromatic solvent; and
- recovering therefrom the .alpha.-aryl pyridyl carbinol compound.
- 4. The process according to claims 1, 2, or 3 wherein said reacting includes reacting an .alpha.-aryl ketone.
- 5. The process any of claims 1-3 wherein said reacting includes reacting an .alpha.-aryl aldehyde.
- 6. The process of claim 4 wherein said reacting includes reacting an .alpha.,.alpha.-diaryl ketone.
- 7. The process of claim 6 wherein the electron donor is a Group IA or IIA metal.
- 8. The process of claim 6 wherein the .alpha.,.alpha.-diaryl ketone is an .alpha.,.alpha.-diphenyl ketone.
- 9. The process of claim 8 wherein said .alpha.,.alpha.-diphenyl ketone is benzophenone.
- 10. The process of claim 8 wherein the electron donor is a Group IA or IIA metal.
- 11. The process of claim 10 wherein the electron donor is sodium metal or lithium metal.
- 12. The process of claim 11 wherein the electron donor is sodium metal.
- 13. The process of claim 9 wherein the electron donor is a Group IA or IIA metal.
- 14. The process of claim 13 wherein the electron donor is sodium metal or lithium metal.
- 15. The process of claim 14 wherein the electron donor is sodium metal.
- 16. The process of claim 14 wherein said cyanopyridine is a 2-cyanopyridine.
- 17. The process of claim 15 wherein said cyanopyridine is a 2-cyanopyridine.
- 18. The process of claim 17 wherein said cyanopyridine is 2-cyanopyridine and which includes recovering 2-pyridyl diphenyl carbinol as product.
- 19. The process of claim 14 wherein said cyanopyridine is a 4-cyanopyridine.
- 20. The process of claim 15 wherein said cyanopyridine is a 4-cyanopyridine.
- 21. The process of claim 20 wherein said cyanopyridine is 4-cyanopyridine and which includes recovering 4-pyridyl diphenyl carbinol as product.
- 22. The process of claim 2 wherein said initial reacting and said subsequent reacting are conducted with heating in an aromatic solvent.
- 23. The process of claim 22 wherein the solvent is an aromatic hydrocarbon solvent and wherein said recovering includes hydrolyzing a corresponding carbinol salt to produce the carbinol.
- 24. The process of claim 23 which includes initially reacting a portion of the total amount of .alpha.-aryl ketone or aldehyde to be reacted, and thereafter charging the 2- or 4-cyanopyridine and additional of the ketone or aldehyde to the reaction mixture.
- 25. The process of claim 24 which includes reacting benzophenone with 2- or 4-cyanopyridine to form 2- or 4-pyridyl diphenyl carbinol.
- 26. The process of claim 25 wherein the reacting is at reflux.
- 27. The process of claim 26 wherein the total amount of benzophenone to be reacted is charged prior to completing the charge of 2- or 4-cyanopyridine.
- 28. The process of claim 27 wherein the cyanopyridine is 4-cyanopyridine and which includes recovering 4-pyridyl diphenyl carbinol as product.
RELATED APPLICATIONS
This application is a continuation of application Ser. No. 08/153,484, filed Nov. 16, 1993, now abandoned, which is a continuation of application Ser. No. 07/875,747, filed Apr. 29, 1992, now abandoned, which is a continuation-in-part of U.S. patent application Ser. No. 07/693,687 filed Apr. 30, 1991, now abandoned.
US Referenced Citations (2)
Number |
Name |
Date |
Kind |
3878217 |
Carr et al. |
Apr 1975 |
|
4835164 |
Shanklin et al. |
May 1989 |
|
Foreign Referenced Citations (1)
Number |
Date |
Country |
1046897A |
Nov 1990 |
CNX |
Non-Patent Literature Citations (1)
Entry |
Chemical Abstracts, vol. 115 (7) Abst. No. 115:71,411p Aug. 19, 1991. |
Continuations (2)
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Number |
Date |
Country |
Parent |
153484 |
Nov 1993 |
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Parent |
875747 |
Apr 1992 |
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Continuation in Parts (1)
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Number |
Date |
Country |
Parent |
693687 |
Apr 1991 |
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