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ChemicalBook CAS DataBase List 4-METHYLHEXANOIC ACID
1561-11-1

4-METHYLHEXANOIC ACID synthesis

11synthesis methods
-

Yield: 432 mg

Reaction Conditions:

at 210; for 2 h;Inert atmosphere;

Steps:


Afterward, a mixture of dimethyl 2-(2-methylbutyl)malonate (3.7 mmol), an aqueous solution of NaOH (15 mmol in 40 mL), and EtOH (10 mL) was stirred and refluxed for 4 hours. EtOH was evaporated, the water layer was washed with Et2O (2 × 50 mL), then acidified with 1 M HCl and extracted with Et2O (5 × 50 mL). Combined ether extracts were concentrated under reduced pressure to yield crude 2-(2-methylbutyl)malonic acid (616 mg) that was subsequently decarboxylated by heating at 210 °C for 2 hours under nitrogen. The obtained dark oil was purified by dry-flash chromatography on SiO2 using mixtures of the increasing polarity of hexane and EtOAc as the eluent to give pure 4-methylhexanoic acid (432 mg).

References:

Đorđević, Miljana R.;Živković Stošić, Milena Z.;Aksić, Jelena M.;Genčić, Marija S.;Mladenović, Marko Z.;Radulović, Niko S. [Natural Product Research,2020] Location in patent:supporting information

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