PROCESS FOR PREPARING A 5-ALKEN-1-YNE COMPOUND, (6Z)-1,1-DIALKOXY-6-NONEN-2-YNE COMPOUND, (2E,6Z)-2,6-NONADIENAL AND (2E)-CIS-6,7-EPOXY-2-NONENAL, AND 1,1-DIALKOXY-6-NONEN-2-YNE COMPOUND

摘要

The object of the present invention is to provide a process for preparing a 5-alken-1-yne compound efficiently at low costs and a process for preparing (2E,6Z)-2,6-nonadienal by making use of the aforesaid process for preparing the 5-alken-1-yne compound.;There is provided a process for preparing a 5-alken-1-yne compound of the following formula (4): Y-Z-CR¹═CR²—(CH₂)₂—C≡CH (4) in which Y in formula (4) represents a hydrogen atom or a hydroxyl group, the process comprising at least steps of: subjecting (i) an alkenylmagnesium halide compound prepared from a haloalkene compound of the following formula (1): Y-Z-CR¹═CR²—(CH₂)₂-X¹ (1) and (ii) an alkyne compound of the following formula (2): X²=C≡C—Si(R³)(R⁴)(R⁵) (2) to a coupling reaction to form a silane compound of the following formula (3): Y-Z-CR¹═CR²—(CH₂)₂—C≡C—Si(R³)(R⁴)(R⁵) (3); and subjecting the silane compound (3) to a desilylation reaction to form the 5-alken-1-yne compound (4).