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| Temat postu: Solvent in place of cinnamonitrile with β-naphtho |
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Solvent in place of cinnamonitrile with β-naphthol reaction
Solvent, the reaction production rate is high, greater than 90%. TEBA catalyst in the reaction is necessary, in the absence of catalyst, the reaction difficult. The reaction time with different structures of the reactants have significant differences, a. Cyano Cinnamonitrile (1a-lh) and J9. Naphthol reaction completed in 1 ~ 3h, in which electron withdrawing phenyl substituents on the electronic substituent than for slightly faster. The mouth. Ethoxycarbonyl Cinnamonitrile (1i-lk) and J9. Naphthol reaction is very slow, it generally takes about 15h to complete. This may be electron withdrawing ability of cyano ester stronger than is conducive to nucleophilic addition reaction. Water is replaced cinnamonitrile and J9. Excellent solvent naphthol reaction, the method to replace the pyran compounds naphthalene and found a way to green synthesis. The reaction has a high yield, less pollution, low cost and environmental friendliness. Other water-phase reaction under study. 1K ~ tokeyama, S. ; Ochi,[link widoczny dla zalogowanych], N. ; Numa ~, H. ; Takano, S. J. . Soc. . Commun. 19 marrow. 120.2B1 bleed at the nose 'Ilam'J. ; Dell, C. P. ; Smith, C. W. Threat roundworm 1994,38. 399.3Nawwar, G. A. M. ; Abdekazek, F. M. ; Swcllam, R. H. Arch. Pharm. 1991. , 875.4Zamoci ~, J. ; Misikov8, E. ; Dunnda, J. Pharmaz/el991,, 610.5Witte, E. C. ; Neubert, P. ; Roeaoh, A. Cell 『2.1996 [. A. 19,104,224915 f]. 6Hyama, T. ; Star, to,[link widoczny dla zalogowanych], H. Jp62181276, 19g7 [. Abstr. 19 pulp, 108,37645 p]. 7Wang, J. L. ; Liu, D. ;, Z. J. ; Shah, S. ; Hart, X. ; Srinvamda, S. M. ; Croce, C. M. ; Alnemri, E. S. ;, Z. Proc. Nat1. Acad. Sd. U. S. A. Sampan. 97. 7124.8Wang, X. S. ; Sift, D. Q. ; Tu, S. J. ; Yao, C. S. ; Wang, Y, C. Chin. J. & N. Chem. Flail 2,21 (2), 146 (illa1iI). (Xiang-Shan Wang, Da-Qing Shi, Shu-Jiang Tu, Yao Changsheng, Wang Yucheng, structural chemistry. 2ID0cz, (2), 146.) 9Sayed, A. Z. ; Day-I-Iady, N. A. ; Day-A ~ ody, A. E. J. Chem. Res. , Synop. 2ID ∞, 164.812 Organic Chemistry, Vo1.23, 200311121314Wang, X. S. ; Shi, D. Q. ; Tu, S. J. ; Yao, C. S. ; Wang, Y, C. Ch / a. . . . . inpress (inQliIlese). (Xiang-Shan Wang, Da-Qing Shi,[link widoczny dla zalogowanych], Shu-Jiang Tu, Yao Changsheng, Wang Yucheng,[link widoczny dla zalogowanych], structural chemistry, to be published.) Brealow, R. ; Bovy, P. ; Hersh, C. L. J. Am. Chem. c. 19 threat, j02, 2115. Brealow, R. Ace. Chem. Res. 1991,24,317. Ij, C. J. Chem. Rev. 1 Moon I3, 9l3, 20. I. ubineau, A. ; Otto,[link widoczny dla zalogowanych], S. ; Engbetts, J. B. J. Org. Chem. 151617181998,6.8989. Bs1] in, R. ; Bosica. G. TetrahedronLea. 1996,37.8 O27. B8llirI, R. , Boaica. G. TeuuhedmnLett. 1997,62,425. FIA ~ mey, A. G. A. ; Sawl ~, S. Z. ; H-Tawed, F. M. A. A. ; Ⅱ na, M. H. . Czech. Chem. Commum. 1988,53,1534. Elan, hey, A. G. A. ; El-Tawed, F. M. A. A. 1nd/an_,. Chon. , Sect. B1990, 29,855.
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