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烟用香料大柱三烯酮的合成 被引量：3

Synthesis of Tobacco Fragrant Component Megstigmatrienone
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摘要 以α-异佛尔酮为原料,经异构得到β-异佛尔酮;后者与三甲基氯硅烷在碘化钠催化下醚化反应得到β-异佛尔酮三甲基硅烷烯醇醚,再与巴豆醛经Aldol反应合成了重要烟用香料大柱三烯酮,产品经GC-MS鉴定,总得率35%,含量为75%. β-isophorone was obtained from α-isophorone via isomerization, which was then reacted with trimethylchlorosilane using sodium iodide as the catalyst to get β-isophorone trimethylsilyl enol ether. Af- ter Aldol reaetion with erotonaldehyde, the important Tobacco fragrant component Megstigmatrienone was synthesized. The structure of the product was identified by GC-MS. The Overall yield was 35% , the con- tent was 75 %.
作者 陈恩治
机构地区 爱普香料集团股份有限公司
出处 《北京工商大学学报（自然科学版）》 CAS 2011年第3期16-19,共4页 Journal of Beijing Technology and Business University:Natural Science Edition
关键词 α-异佛尔酮 三甲基氯硅烷 β-异佛尔酮三甲基硅烷烯醇醚 巴豆醛 大柱三烯酮 α-Isophorone Trimethylchlorosilane β-Isophorone trimethylsilyl enol ethe Crotonalde-hyde Megstigmatrienone
分类号 TS201.2 [轻工技术与工程—食品科学] TS201.1 [轻工技术与工程—食品科学]
  • 相关文献

参考文献13

  • 1Rowland R L. Process for preparing 4-(2-butenylidene)- 3, 5, 5-trimethyl -2-cyclohe xene -1-one : US, 3268589 [P]. 1966-08-23.
  • 2Trast B M, Stanton J L. New synthesis methods 1,3-A1- kylative carbonyl transposition [ J]. J. Am. Chem. Soc, 1975,97:4018.
  • 3Aasen A J. Tobacco Chemistry. 15. new tobacco constituents. The structures of five isomeric megastigmatrienones [J]. Acta. Chem. Scand, 1972,26(6):2573-2576.
  • 4Brunke ernst-joachim. Process for the preparation of 4,4, 7-trimethyl- 3,4,7,8- tetrahydro -2 ( 6H ) -naphthaleneone: US, 4753924[P]. 1988-6-28.
  • 5李俊,蒋思翠.一种巨豆三烯酮香料的合成方法:中国,1434017[P].2003-08-06.
  • 6谢冰,孔宁川.一种巨豆三烯酮的合成方法:中国,1803749[P].2006-07-19.
  • 7Takazawa O, Tamura H. New synthesis of megastigma-4, 6, 8-trien-3-ones, 3-Hydroxy-j8-ionol, 3-Hydroxy-￡ -ionone, 5,6-Epoxy-3-hydroxy-￡ -ionol, and 3-Oxo-a-ionol [J]. Bull. Chem. Soc. Japan,1982,5:1907.
  • 8Demole E, Engyist P. Novel synthesis of 3,5,5-trimethyl-4-(2-butenylidene) cyelo hex-2-en-l-one, a major constituent of hurley tobacco flavour [ J ]. Helv. Chim. Acta, 1974,57:2087.
  • 9Daniel K, Frank K, Erich W. Process for the preparation of a cyclic unsaturated ketone: EP, 356869 [ P ] , 1990 - 03 - 07.
  • 10王建林,杨少龙,许炎妹,赵清华,钱兰.巨豆三烯酮的合成及表征[J].光谱学与光谱分析,2005,25(3):467-469. 被引量：17

二级参考文献12

  • 1Roberts D L, Rhode W A. Tobacco Science, 1972, 16: 107.
  • 2Demole E, Berthet D. Helvetica Chimica Acta, 1972, 55: 1866.
  • 3Rowland K L, USPat, 3, 211, 157(October12, 1965) & 3, 268, 589(August).
  • 4Aasen A J, Kimland B, Almquist S Enzell. Acta Chem., Scandinavica, 1972, 26: 2573.
  • 5Aasen A J, Kimland B, Renzell C. Acta Chem., Scandinavica, 1973, 27: 2107.
  • 6Demole E, Enggist P. Helvetica Chimica Acta, 1974, 57: 2087.
  • 7Demole E, Enggist P. Helvetica Chimica Acta, 1974, 57: 2089.
  • 8Takazawa O, Tamura H, Kogami K, Hayshi K. Bull. Chem., Soc. Japan, 1982, 55: 1907.
  • 9Max J N, Sondheimer F. Tetrahedron, Suppl. 8, Part Ⅰ, 1966, 1.
  • 10Isler O, Montavon M, Ruegg R, Sauey G, Zeller P, US, Pat, 1958, March, 18, 2,827, 481.

共引文献16

同被引文献40

  • 1FRATER G, BAJGROWICZ J A, KRAFT P. Fragrance chemistry [ J ]. Tetrahedron, 1998,54 (52) :7633 - 7703.
  • 2SIBIERTSEVA V E, KUSTOVA S D, TOKAREVA V YA. Industrial method for producing ambroxide [ J ]. Maslozhirovaya Promyshlennost, 1979,12:25 - 26.
  • 3DEREK H R,SHYAMA1 I P,DENNIS K T,et al. An efficient synthesis of ( - ) - dodecahydro - 3a,6,6,9a - tetramethylnaphtho [ 2,1 - b ] uran from ( - ) - selareol [ J]. Tetrahedron Letters, 1994,35 (32) : 5801 - 5804.
  • 4MARTRES P, PERFETFI P, ZAHRA J P, et al. A short and efficient synthesis of ( - ) - ambrox from ( - ) - sclareol using a ruthenium oxide catalyzed key step [ J]. Tetrahedron Letters, 1993,34 (2) : 629 - 632.
  • 5BARTON D H, TAYLOR D K, TSE C I. An improved synthesis of ( - ) - dodeca hydro - 3a,6,6,9a - tetramethylnaphthol [ 2,1 - b ] furan via ozonolysis of ( - ) - selareol [ J]. Tetrahedron Letters, 1994, 35(51 ) :9505 -9508.
  • 6HENLEY W M, JOSEPY N S, TEAGUE J C. Two stage oxidation of sclareol : US,3050532 [ P]. 1962 - 08 - 21.
  • 7BARRERO A F, ALVAREZ- MANZANEDA E J, CHAHBOUN R, et al. Degradation of the side chain of ( - ) - sclareol : A very short synthesis of nor - ambreinolide and ambrox [ J ]. Synthetic Commu- nications ,2004,34(19) :3631 - 3643.
  • 8MOULINES J, BATS J P, LAMIDEY A M, et al. About a practical synthesis of ambrox from selareol : A new preparation of a ketone key intermediate and a close look at its baeyer - villiger oxidation [ J ]. Helvetica Chimiea Acta,2004,87 (10) :2695 - 2705.
  • 9魏俊发,吴亚,石先莹,等.香紫苏内酯的合成方法:CN,1683352A[P].2005-02-04.
  • 10SIBIERTSEVA V E, KUSTOVA S D, TOKAREVA V Y. Industrial method for producing ambroxide [ J]. Maslozhirovaya Promyshlennost, 1979,12:25 - 26.

引证文献3

二级引证文献9

北京工商大学学报（自然科学版）
2011年 第3期

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