A high-output, continuous selective and heterogeneous nitration of p -difluorobenzene

Organic Process Research and Development

Volumn 17, Issue 3, 2013, Pages 438-442

  Yu, Zhiqun ^a   Lv, Yanwen ^a,b   Yu, Chuanming ^a   Su, Weike ^a  

^a ZHEJIANG UNIVERSITY OF TECHNOLOGY   (China)

^b QUZHOU UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

BIPHASIC REACTION; CONTINUOUS-FLOW SYSTEM; DIFLUOROBENZENE; FUMING NITRIC ACIDS; MASS AND HEAT TRANSFERS; P-DIFLUOROBENZENE; REACTION TEMPERATURE; RECYCLING OF WASTES;

SULFURIC ACID;

NITRATION;

EID: 84875186500     PISSN: 10836160     EISSN: 1520586X     Source Type: Journal    
DOI: 10.1021/op300350v     Document Type: Article

References (28)

1. Olah, G. A.; Malhotra, R.; Narang, S. C. Organic Nitro Chemistry Series: Nitration Methods and Mechanisms; VCH: New York, 1989
2. Corson, B. B.; Hazen, R. K. Organic Syntheses 1943, 2, 434-436
3. Wang, Z. C.; Xu, X. L.; Wu, C. J.; Zhang, J. Y.; Mao, H. X. Chlor-Alkali Industry 2012, 48, 29-31
4. Smith, M. B. Organic Synthesis: 2nd ed.; McGraw-Hill: New York, 2001, 157-164
5. Riva, E.; Gagliardi, S.; Mazzoni, C.; Passarella, D.; Rencurosi, A.; Vigo, D.; Martinelli, M. J. Org. Chem. 2009, 74, 3540-3543
6. Wegner, J.; Ceylan, S.; Kirschning, A. Adv. Synth. Catal. 2012, 354, 17-57
7. Petersen, T. P.; Ritzén, A.; Ulven, T. Org. Lett. 2009, 11, 5134-5137
8. Riva, E.; Gagliardi, S.; Mazzoni, C.; Passarella, D.; Rencurosi, A.; Vigo, D.; Rencurosi, A. Tetrahedron 2010, 66, 3242-3247
9. Kulkarni, A. A.; Kalyani, V. S.; Joshi, R. A.; Joshi, R. R. Org. Process Res. Dev. 2009, 13, 999-1002
10. Wahab, B.; Ellames, G.; Passey, S.; Watts, P. Tetrahedron 2010, 66, 3861-3865
11. Wiles, C.; Watts, P. Green Chem. 2012, 14, 38-54
12. Malet-Sanz, L.; Susanne, F. J. Med. Chem. 2012, 55, 4062-4098
13. Panke,n, G.; Schwalbe, T.; Stirner, W.; Taghavi-Moghadam, S.; Wille, G. Synthesis 2003, 18, 2827-2830
14. Burns, J. R.; Ramshaw, C. Chem. Eng. Commun. 2002, 189, 1611-1628
15. Pelletier, J.; Renaud, F. Org. Process Res. Dev. 2009, 13, 698-705
16. Kulkarni, A. A.; Nivangune, N. T.; Kalyani, V. S.; Joshi, R. A.; Joshi, R. R. Org. Process Res. Dev. 2008, 12, 995-1000
17. Kulkarni, A. A.; Kalyani, V. S.; Joshi, R. A.; Joshi, R. R. Org. Process Res. Dev. 2009, 13, 999-1002
18. Ducry, L.; Roberge, D. M. Angew. Chem., Int. Ed. 2005, 44, 7972-7975
19. Braune, S.; Pochlauer, P.; Reintjens, R.; Steinhofer, S.; Winter, M.; Lobet, O.; Guidat, R.; Woehl, P.; Guermeur, C. Chim. Oggi 2009, 27, 26-29
20. Gage, J. R.; Guo, X. W.; Tao, J.; Zheng, C. S. Org. Process Res. Dev. 2012, 16, 930-933
21. Lv, Y. W.; Yu, Z. Q.; Su, W. K. Org. Process Res. Dev. 2011, 15, 471-475
22. Yu, Z. Q.; Lv, Y. W.; Yu, C. M. Org. Process Res. Dev. 2012, 16, 1669-1672
23. John, K.; Stach, L. J. U.S. Patent 4758263, 1988
24. Campbell, J. E.; Hewitt, M. C.; Jones, P.; Xie, L. H. WO/2011/150156, 2011
25. Pothier, J.; Riederer, M. A.; Peter, O.; Leroy, X.; Valdenaire, A.; Gnerre, C.; Fretz, H. Bioorg. Med. Chem. Lett. 2012, 14, 4660-4664
26. Hugh, W. G.; Lyndsay, M.; Roy, B. M. J. Chem. Soc., Perkin Trans. II 1981, 848-851
27. Chen, H.; Dai, C. B.; Luo, C. Y. J. Jilin Inst. Chem. Tech. 2004, 2, 23-25
28. Nagy, K. D.; Shen, B.; Jamison, T. F.; Jensen, K. F. Org. Process Res. Dev. 2012, 16, 976-981 Our biphasic flow systems demonstrate laminar flow, and dispersion is the power of mass transfer