Synthesis of surface-active amino alcohols containing [1,1′-bi(cyclohexane)]-1-ene fragment

封面

如何引用文章

全文:

开放存取 开放存取
受限制的访问 ##reader.subscriptionAccessGranted##
受限制的访问 订阅或者付费存取

详细

Cyclocondensation of industrially available [1,1′-bi(cyclohexane)]-1′-en-2-one (Wallach ketone) with aminoethanols under acid catalysis conditions leads to 6-(cyclohex-1-en-1-yl)-1-oxa-4-azaspiro[4.5]decanes in 56–88% yields. A series of ethanolamines (yields 73–96%) containing a hydrophobic [1,1′-bi(cyclohexane)]-1-ene fragment were obtained by reductive cleavage of these 1,3-oxazolidine derivatives under the action of NaBH4. The synthesized amino alcohols have surface activity and are highly effective inhibitors of hydrochloric acid corrosion of carbon steel with a protective effect of up to 98.1%.

作者简介

B. Vazhenin

Ufa State Petroleum Technological University

Email: eqleet@gmail.com
Ufa, 450064 Russia

S. Sokov

Ufa State Petroleum Technological University

Ufa, 450064 Russia

Yu. Borisova

Ufa State Petroleum Technological University

Ufa, 450064 Russia

G. Raskildina

Ufa State Petroleum Technological University

Perm, 614068 Russia

R. Sultanova

Ufa State Petroleum Technological University

Perm, 614068 Russia

A. Golovanov

Ufa State Petroleum Technological University

Email: aleksandgolovanov@yandex.ru
Ufa, 450064 Russia

S. Zlotsky

Ufa State Petroleum Technological University

Ufa, 450064 Russia

参考

  1. Jeon G.S., Chug J.S. // Appl. Catal. (A). 1994. Vol. 115. P. 29. doi: 10.1016/0926-860X(94)80376-5
  2. Romero A., Yustos P., Santos A. // Ind. Eng. Chem. Res. 2003. Vol. 42. P. 3654. doi: 10.1021/ie0210154
  3. Romero A., Santos A., Escrig D., Simon E. // Appl. Catal. 2011. Vol. 392. P. 19. doi: 10.1016/j.apcata.2010.10.036
  4. Wanka L., Iqbal K., Schreiner P.R. // Chem. Rev. 2013. Vol. 113. P. 3516. doi: 10.1021/cr100264t
  5. Wallach O. // Chem. Ber. 1896. Vol. 29. P. 2955. doi: 10.1002/cber.18960290286
  6. Brindisi M., Gemma S., Kunjir S., Di Cerbo L., Brogi S., Parapini S., DʼAlessandro S., Taramelli D., Habluetzel A., Tapanelli S., Lamponi S., Novellino E., Campiani G., Butini S. // Med. Chem. Commun. 2015. Vol. 6. P. 357. doi: 10.1039/C4MD00454J
  7. Zhou S., Zou H., Huang G., Chen G., Zhou X., Huang S. // Bioorg. Chem. 2021. Vol. 109. P. 104701. doi: 10.1016/j.bioorg.2021.104701
  8. Deng Q., Nie G., Pan L., Zou J.-J., Zhang X., Wang L. // Green Chem. 2015. Vol. 17. P. 4473. doi: 10.1039/C5GC01287B
  9. Ostapenko G.I., Gloukhov P.A., Bunev A.S. // Corros. Sci. 2014. Vol. 82. P. 265. doi: 10.1016/j.corsci.2014.01.029
  10. Ostapenko G., Gloukhov P., Sadivskiy S. // ECS Trans. 2009. Vol. 19. P. 47. doi: 10.1149/1.3259798
  11. Hutchins R.O., Su W.-Y., Sivakumar R., Cistone F., Stercho Y.P.J. // Org. Chem. 1983. Vol. 48. P. 3412. doi: 10.1021/jo00168a009
  12. Ostapenko G.I., Gloukhov P.A., Bunev A.S. // Corros. Sci. 2014. Vol. 2001. P. 265. doi: 10.1016/j.corsci.2014.01.029
  13. Pedersen D.S., Rosenbohm C. // Synthesis. 2001. Vol. 2001. P. 2431. doi: 10.1055/s-2001-18722
  14. Roth H.J., Thaßler K. // Arc. Pharmaz. 1971. Vol. 304. P. 824. doi: 10.1002/ardp.19713041107

补充文件

附件文件
动作
1. JATS XML
下载

版权所有 © Russian Academy of Sciences, 2025