A simple and highly efficient procedure for the preparation of aliphatic nitro compounds directly from alcohols

Synlett

Volumn , Issue 7, 2000, Pages 1064-1066

  Baruah, Apurba ^a   Kalita, Biswajit ^a   Barua, Nabin C ^a  

^a REGIONAL RESEARCH LABORATORY   (India)

Author keywords

Acetic acid; Hydrochloric acid; Nitroaliphatics; Sodium nitrite

Indexed keywords

ALCOHOL DERIVATIVE; ALIPHATIC COMPOUND; NITRO DERIVATIVE;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL MODIFICATION; CHEMICAL REACTION; CHEMICAL STRUCTURE; SYNTHESIS;

EID: 0033944148     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (32)

1. a) Seebach D.; Colvin, E.W.; Leher, F.; Weller, T. Chimia 1979, 31,1.
2. b) Rosini, G.; Ballini, R. Synthesis 1988,833,
3. Ono, N.; Kaji, A.; Synthesis 1986,69.
4. Tamura, R.; Kamimura, A.; Ono, N. Synthesis 1991,423.
5. e) Ballini, R.; In "Studies in Natural Products Chemistry" Atta-ur-Rahman ed.; Elsevier Amsterdam, 1997, 19,117,
6. f) Pham-Huu, D-P.; Petrusova, M.; BeMillar, J.N. and Petrus, L. Tetrahedron Lett. 1999, 40, 3053.
7. g) Kalita, D.; Khan, A.T.; Saikia, A.K.; Bez G.; Barua, N.C. Synthesis 1998, 975-976,
8. h) Kalita, D.; Khan, A.T.; Barua, N.C.; Bez G. Tetrahedron 1999, 55, 5177-5184.
9. Ballod, A.P.; Shtern, V.Ya. Rus. Chem. Rev. 1976, 45, 721.
10. Laron, H.O., In the Chemistry of the Nitro and Nitroso Groups; Feuer, H.; Ed., Wiley: New York 1969, Part I, page 323-324.
11. Kornblum, N. Org. React. 1962, 12, 101.
12. Barnes, M.W.; Patterson, J.M. J. Org. Chem. 1976, 41, 733.
13. Emmons, W.D. J. Am. Chem. Soc. 1957, 79, 5528.
14. a) Feuer, H.: "The Alkyl-Nitrate-Nitration of Active Methylene Compounds A.C.S. Symposium Series, No. 22, Washington, DC (1976), 160.
15. b) Sitzmann, M.E.; Kaplan, L.A.; Angres, I.; J. Org. Chem. 1977, 42, 1580.
16. Shvarts, I. Sh.; Yarovenko, V.V.; Krayushkin, M.K.; Novikov, S.S.; Sevost'yanova, V.V.Izv. Acad. Nauk., SSSR, Ser. Khim. 1976, 1674.
17. Bachmann, G.B.; Biermann, T.F. J. Org. Chem. 1970, 35, 4229.
18. a) Spengler, G (by Gunter Spengler and Hannsheing Hohn) Ger 1,043,310 Nov 13,1958 (cl 120), b) Houben-Weyl, Vol. X/1,60-61.
19. a) Spengler, G (by Gunter Spengler and Hannsheing Hohn) Ger 1,043,310 Nov 13,1958 (cl 120), b) Houben-Weyl, Vol. X/1,60-61.
20. a) Jaeger, V.E.; Gunther, H.J. Angew. Chem. Int. Ed. 1977, 246.
21. b) Olah, G.A.; Nojima, M. Synthesis 1973, 785.
22. Tuaillon, J.; Perrot, R. Helv. Chim. Acta 1978, 61, 558.
23. a) Sarma, B.K.; Barua, N.C. Tetrahedron 1993, 49, 2253.
24. b) Sarma, B.K.; Barua, N.C. Ind. J. Chem. 1993, 32B, 615.
25. Saikia, A.K.; Hazarika, M.J.; Barua, N.C.; Bezbarua, M.S.; Sharma, R.P.; Ghosh, A.C. Synthesis 1996, 981.
26. Bezbarua, M.S.; Saikia, A.K.; Barua, N.C.; Kalita, D.; Ghosh, A.C. Synthesis 1996, 1289.
27. 1 0.58 (EtOAc : Hexane 1:10).
28. 2 calcd: C 77.64 H 11.34 N 3.35; found C 77.55 H 11.22 N 3.32.
29. Ohrlein, R.; Schwab, W.; Ehrler, R.; Jaeger, V.; Synthesis 1986, 535.
30. a) Buckingham, J. Macdonald, F. (Ex.Eds) Dictionary of Organic Compounds 1996, Sixth Edition Vol I,Chapman & Hall, pp 714
31. b) Buckingham, J. Macdonald, F. (Ex.Eds) Dictionary of Organic Compounds 1996, Sixth Edition, Vol 5,Chapman & Hall, pp 4448
32. Buckingham, J. Macdonald, F. (Ex.Eds) Dictionary of Organic Compounds 1996, Sixth Edition, Vol 5, Chapman & Hall, pp 4799.