[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7](/[C:9](=[CH:16]\[CH2:17][CH3:18])/[CH:10]=[CH:11]/[C:12](OC)=[O:13])[CH3:8].C(OCC)(=O)C.C(C(C(C([O-])=O)O)O)([O-])=O.[Na+].[K+]>C(OCC)C>[CH2:7](/[C:9](=[CH:16]\[CH2:17][CH3:18])/[CH:10]=[CH:11]/[CH2:12][OH:13])[CH3:8]To a suspension of lithium aluminum hydride (2.38 g) in ethyl ether (160 ml) was added a solution of methyl (E,E)-4-ethyl-2,4-heptadienoate (13.2 g) in ethyl ether (100 ml) while keeping the temperature below 30° C. When addition was completed, the mixture was allowed to stir at room temperature for one hour. To this resultant mixture at 10° C. were added dropwise ethyl acetate (50 ml) and a saturated aqueous solution of potassium sodium tartrate (50 ml). The separated organic layer was washed with brine, dried over anhydrous magnesium sulfate, and evaporated to give (E,E)-4-ethyl-2,4-heptadien-1-ol (10.1 g) as an oil. This oil was used in the next reaction without further purification.
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