公开(公告)号：US06175044B1

公开(公告)日：2001-01-16

申请号：US09404548

申请日：1999-09-24

申请人： Jörg Therre ,  Gerd Kaibel ,  Werner Aquila ,  G{umlaut over (u)}nter Wegner ,  Hartwig Fuchs

发明人： Jörg Therre ,  Gerd Kaibel ,  Werner Aquila ,  G{umlaut over (u)}nter Wegner ,  Hartwig Fuchs

IPC分类号： C07C4551

CPC分类号： C07C45/515 ,  C07C45/513 ,  C07C45/67 ,  C07C47/21

摘要： 3,7-Dimethyl-2,6-octadien-1-al of formula I is prepared continuously by: thermally cleaving, in the presence or absence of an acid catalyst, 3-methyl-2-buten-1-al diprenyl acetal of formula II: thereby eliminating 3-methyl-2-buten-1-ol of formula III and yielding cis/trans-prenyl 3-methylbutadienyl ether of formula IV: thermally rearranging the resultant butadienyl ether of formula IV thereby yielding 2,4,4-trimethyl-3-formyl-1,5-hexadiene of formula V: subsequently rearranging intermediate (V) thereby yielding citral product of formula I, which comprises: as the reaction proceeds, continuously distilling the reaction mixture thereby continuously removing prenol, which is formed by degradation of acetal II, and the intermediates of formula IV and V and any citral product which is formed during the reaction; and thermally rearranging said intermediates of formula IV and V at a temperature of 100-200° C. in the absence or presence of said prenol to form citral product.

摘要翻译： 通过以下方式连续制备式I的3,7-二甲基-2,6-辛二烯-1-醇：在存在或不存在酸催化剂的情况下，热裂解3-甲基-2-丁烯-1-al阮内烯 式II：由此除去式III的3-甲基-2-丁烯-1-醇，得到式IV的顺/反 - 异戊烯基3-甲基丁二烯基醚：热重新排列所得的式IV的丁二烯基醚，由此得到2,4,4 式V的 - 三甲基-3-甲酰基-1,5-己二烯：随后重新排列中间体（V），从而产生式I的柠檬醛产物，其包括：随着反应的进行，连续蒸馏反应混合物，从而连续除去前醇， 由缩醛II的降解形成，以及式IV和V的中间体以及在反应期间形成的任何柠檬醛产物; 在不存在或存在所述prenol的情况下，在100-200℃的温度下热处理所述式IV和V的中间体，以形成柠檬醛产物。