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Eighty ml. of a 3M solution of methylmagnesium bromide in ether is added slowly to 31 g. of citronellal in 250 ml. of dry ether. The mixture is heated at reflux for about 1 hour, cooled to 0° and treated with saturated aqueous ammonium chloride until reaction subsides. The organic layer is separated and the aqueous layer extracted with ether. The organic layer and ether extracts are combined, washed with water and brine and dried over magnesium sulfate. Evaporation of the solvent gives 4,8-dimethylnon-7-en-2-ol.

1. temperatureThe mixture is heated
2. temperatureat reflux for about 1 hour
3. temperaturecooled to 0°
4. customThe organic layer is separated
5. extractionthe aqueous layer extracted with ether
6. washwashed with water and brine
7. dry with materialdried over magnesium sulfate
8. customEvaporation of the solvent