A convenient and efficient synthesis of 1-aryl-2,2-dichloroethanones

Synthesis

Volumn , Issue 17, 2004, Pages 2845-2848

  Terent'ev, Alexander O ^a   Khodykin, Sergey V ^a   Troitskii, Nikolay A ^a   Ogibin, Yuri N ^a   Nikishin, Gennady I ^a  

^a N D ZELINSKY INSTITUTE OF ORGANIC CHEMISTRY   (Russian Federation)

Author keywords

1 aryl 2,2 dichloroethanones; 1 arylethanones; Chlorination; Hydrogen peroxide

Indexed keywords

ETHANOL; HYDROCHLORIC ACID; HYDROGEN; KETONES; ORGANIC SOLVENTS;

1-ARYL-2,2-DICHLOROETHANONES; COSOLVENT; SUBSTITUENTS;

SYNTHESIS (CHEMICAL);

1 (3 BROMOPHENYL) 2,2 DICHLOROETHANONE; 1 (4 BROMOPHENYL) 2,2 DICHLOROETHANONE; 1 (4 TERT BUTYLPHENYL) 2,2 DICHLOROETHANONE; 1 (5,6,7,8 TETRAHYDRONAPHTHALEN 2 YL)ETHANONE; 1,4 BIS(DICHLOROACETYL)BENZENE; 2,2 DICHLORO 1 (3 CHLORO 4 METHOXYPHENYL)ETHANONE; 2,2 DICHLORO 1 (3 NITROPHENYL)ETHANONE; 2,2 DICHLORO 1 (4 CHLOROPHENYL)ETHANONE; 2,2 DICHLORO 1 (4 IODOPHENYL)ETHANONE; 2,2 DICHLORO 1 (4 METHYLPHENYL)ETHANONE; 2,2 DICHLORO 1 (4 NITROPHENYL)ETHANONE; 2,2 DICHLORO 1 PHENYLETHANONE; ALCOHOL; DICHLOROETHANE; HYDROCHLORIC ACID; HYDROGEN PEROXIDE; PHENACYL CHLORIDE; UNCLASSIFIED DRUG;

AQUEOUS SOLUTION; ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CHLORINATION; SYNTHESIS;

EID: 10644298026     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2004-834871     Document Type: Article

References (32)

1. Aston, J. G.; Newkirk, J. D.; Jenkins, D. M.; Dorsky, J. Org. Synth. 1948, 23, 48.
2. Pesterfïeld, E. C.; Geigy, J. R. A.-G. S. African Patent 6804 621, 1969; Chem. Abstr. 1969, 71: 91164.
3. Morita, S. K.; Ganguli, A. N.; Chakravarti, N. N.; Adhya, R. N. Tetrahedron Lett. 1971, 199.
4. Mauri, L.; Nardi, D. Farmaco, Ed. Prat. 1963, 18, 651.
5. De Kimpe, N.; Verhe, R.; De Buyck, L.; Schamp, N. J. Org. Chem. 1980, 45, 2803.
6. McDonald, R. N.; Cousins, R. C. J. Org. Chem. 1980, 45, 2976.
7. Mamedov, V. A.; Litvinov, I. A.; Kataeva, O. N.; Rizvanov, I. Kh.; Nuretdinov, I. A. Monatsh. Chem. 1994, 725, 1427.
8. Yoon, S. C.; Cho, J.; Kim, K. J. Chem. Soc., Perkin Trans.1 1998, 109.
9. Kurosawa, K.; Yamaguchi, K. Bull Chem. Soc. Jpn. 1981, 54, 1757.
10. Mahato, S. B.; Mandai, N. B.; Pal, A. K.; Maitra, S. K. Tetrahedron 1987, 43, 4439.
11. Nobrega, J. A.; Concalves, S. M.; Peppe, C. Synth. Commun. 2002, 52, 3711.
12. Kakinami, T.; Urabe, Y.; Hermawan, I.; Yamanishi, H.; Okamoto, T.; Kajigaeshi, S. Bull. Chem. Soc. Jpn. 1992, 65, 2549.
13. Facini, J.; Duréault, A. Bull. Soc. Chim. Fr. 1974, 1533.
14. Roberts, J. D.; Kline, G. B.; Simons, H. E. J. Am. Chem. Soc. 1953, 75, 4765.
15. Jackson, E. L. J. Am. Chem. Soc. 1934, 56, 977.
16. Reed, S. F. Jr. J. Org. Chem. 1965, 30, 2195.
17. Tillu, V. H.; Shinde, P. D.; Bedekar, A. V.; Wakharkar, R.; D, Synth. Commun. 2003, 33, 1399.
18. Barbate, N. B.; Gajare, A. S.; Wakharkar, R. D.; Bedekar, A. V. Tetrahedron 1999, 55, 11127.
19. Dakka, J.; Sasson, Y. J. Chem. Soc., Chem. Commun. 1987, 1421.
20. Bhatkhande, B. S.; Adhikari, M. V.; Samant, S. D. Ultrason. Sonochem. 2002, 9, 31.
21. Arutyunyan, V. S.; Kochikyan, T. V.; Egiazaryan, N. S.; Avetisyan, A. A. Russ. J. Org. Chem. 1995, 31, 90; Zh. Org. Khim. 1995, 31, 100.
22. Arutyunyan, V. S.; Kochikyan, T. V.; Egiazaryan, N. S.; Avetisyan, A. A. RUSS. J. Org. Chem. 1995, 31, 90; Zh. Org. Khim. 1995, 31, 100.
23. Rudakova, N. I.; Anufrieva, O. V.; Smirnova, E. A. J. Gen. Chem. USSR (Engl. Transl.) 1992, 62, 1887; Zh. Obshch. Khim. 1992, 62, 2290.
24. Rudakova, N. I.; Anufrieva, O. V.; Smirnova, E. A. J. Gen. Chem. USSR (Engl. Transl.) 1992, 62, 1887; Zh. Obshch. Khim. 1992, 62, 2290.
25. Vyas, P. V.; Bhatt, A. K.; Ramachandraiah, G.; Bedekar, A. V. Tetrahedron Lett. 2003, 44, 4085.
26. Baddeley, G.; Pickles, W. J. Chem. Soc. 1957, 2855.
27. Dictionary of Organic Compounds, 5th ed., Vol. 2; Chapman & Hall: London, 1982, 1698.
28. Strong, J. G. US Patent 3968168, 1976; Chem. Abstr. 1976, 85, 123578.
29. Zubkowski, R. Rocz. Chem. 1934,14, 160.
30. Tsuruta, T.; Harada, T.; Nishino, H.; Kurosawa, K. Bull. Chem. Soc. Jpn. 1985, 58, 142.
31. Caldwell, W. J. Chem. Soc. 1907, 91, 247.
32. Beard, C. C.; Boocock, J. R. B.; Hickinbottom, W. J. J. Chem. Soc. 1960, 520.