PROCESS FOR PREPARING (2E,6Z)-2,6-NONADIENAL AND A PROCESS FOR PREPARING (2E)-CIS-6,7-EPOXY-2-NONENAL
申请人:SHIN-ETSU CHEMICAL CO., LTD.
公开号:US20190367468A1
公开(公告)日:2019-12-05
Provided herein are convenient and efficient processes for preparing (2E,6Z)-2,6-nonadienal and (2E)-6,7-epoxy-2-nonenal with a reduced number of steps.
For instance, provided herein is a process for preparing (2E,6Z)-2,6-nonadienal, including at least steps of subjecting a (6,6-dialkoxy-4-hexenylidene)triarylphosphorane compound of the general formula: Ar
3
P═CH(CH
2
)
2
CH═CHCH(OR
1
)(OR
2
) to a Witting reaction with propanal to form a 1,1-dialkoxy-(6Z)-2,6-nonadiene compound of the general formula (6); and subjecting the 1,1-dialkoxy-(6Z)-2,6-nonadiene compound to hydrolysis to form (2E,6Z)-2,6-nonadienal. Also provided is a process for preparing (2E)-cis-6,7-epoxy-2-nonenal of the formula (8), comprising a step of subjecting (2E,6Z)-2,6-nonadienal thus obtained to epoxidation to form (2E)-cis-6,7-epoxy-2-nonenal.
在这里提供了一种方便高效的制备(2E,6Z)-2,6-辛二烯醛和(2E)-6,7-环氧-2-壬烯醛的方法,步骤数量减少。例如,提供了一种制备(2E,6Z)-2,6-辛二烯醛的方法,包括至少以下步骤:将通式为Ar3P═CH(CH2)2CH═CHCH(OR1)(OR2)的(6,6-二烷氧基-4-己烯基)三芳基膦烷化合物经过威廷反应与丙醛反应,形成通式为(6)的1,1-二烷氧基-(6Z)-2,6-辛二烯化合物;将1,1-二烷氧基-(6Z)-2,6-辛二烯化合物经过水解反应,形成(2E,6Z)-2,6-辛二烯醛。还提供了一种制备通式为(8)的(2E)-顺-6,7-环氧-2-壬烯醛的方法,包括以下步骤:将得到的(2E,6Z)-2,6-辛二烯醛经过环氧化反应,形成(2E)-顺-6,7-环氧-2-壬烯醛。