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0 °C

To a solution of benzyl 15-methyl-3-oxohexadecanoate (3.74 g) in 2-propanol (50 ml) was added sodium borohydride (0.38 g) at 0° C. The mixture was stirred at 0° C. for 2 hours and poured into a mixture of ethyl acetate and diluted hydrochloric acid. The organic layer was washed with water, dried over magnesium sulfate and evaporated. The residue was chromatographed on a silica gel column eluting with a mixture of n-hexane and ethyl acetate (10:1) to give benzyl 3-hydroxy-15-methylhexadecanoate as a colorless oil (2.10 g).

1. washThe organic layer was washed with water
2. dry with materialdried over magnesium sulfate
3. customevaporated
4. customThe residue was chromatographed on a silica gel column
5. washeluting with a mixture of n-hexane and ethyl acetate (10:1)