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2,8-DIMETHYL-5-NONANOL synthesis

2synthesis methods
-

Yield:19780-96-2 2.30 g (40%)

Reaction Conditions:

with hydrogenchloride;sodium borohydrid in methanol;hexane;ethyl acetate;

Steps:

42 2,8-Dimethyl-5-hydroxynonane

EXAMPLE 42 2,8-Dimethyl-5-hydroxynonane A solution of 5.63 g (33 mmol) of 2,8-dimethylnonan-5-one in 150 ml of methanol was cooled to 0° C. and treated with 0.8 g (21 mmol) of sodium borohydride. After 1 h, the solution was quenched with 1N HCl; diluted with 1:1 hexane/ether; washed sequentially with 1N NaOH, water, and saturated brine; dried over MgSO4; and concentrated in vacuo. Flash chromatography using 10% ethyl acetate in hexane gave 2.30 g (40%) of the desired compound (Rf 0.36, 20% ethyl acetate in hexane) as a colorless oil. 1 H NMR (CDCl3) 0.88 (d, J=7 Hz, 6H), 0.89 (d, J=7 Hz, 6H), 1.1-1.6 (m, 10H), 3.56 (m, 1H).

References:

US5142056,1992,A

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