Process for preparing (2E,6Z)-2,6-nonadienal and a process for preparing (2E)-cis 6,7-epoxy-2-nonenal
AssigneeShin-Etsu Chemical Co., Ltd.
InventorsYuki Miyake, Takeshi Kinsho, Tomohiro Watanabe
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AssigneeShin-Etsu Chemical Co., Ltd.
InventorsYuki Miyake, Takeshi Kinsho, Tomohiro Watanabe
Estimating the term…
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: Ar3P═CH(CH2)2CH═CHCH(OR1)(OR2) 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.
A process for preparing (2E,6Z)-2,6-nonadienal of the following formula (7):
A (6,6-dialkoxy-4-hexenylidene)triarylphosphorane compound of the following general formula (4):
A 1,1-dialkoxy-2-hexenyltriarylphosphonium halide compound of the following general formula (3):
Dependencies are inferred from the claim text.