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Magnesium (1.5 g) was added to a solution of 1-bromo-12-methyltridecane (15.0 g) in tetrahydrofuran (200 ml). The mixture was refluxed for 10 minutes under nitrogen atmosphere and stirred for 1 hour at room temperature. A solid of carbon dioxide (50 g) was added to the mixture. To the mixture was added a mixture of 1% hydrochloric acid (300 ml) and ethyl acetate (150 ml). The organic layer was washed with water, dried over magnesium sulfate and evaporated. The residue was chromatographed on a silica gel column eluting with chloroform to give 13-methyltetradecanoic acid as an oil (7.54 g).

1. temperatureThe mixture was refluxed for 10 minutes under nitrogen atmosphere
2. additionTo the mixture was added
3. washThe organic layer was washed with water
4. dry with materialdried over magnesium sulfate
5. customevaporated
6. customThe residue was chromatographed on a silica gel column
7. washeluting with chloroform