Oenanthic acid anhydride

Dehydro-epi-androsterone Sodium hydroxide Oenanthic acid anhydride... 

A mixture of 10.0 g of dehydro-epi-androsterone, 40 ml of pyridine and 20 ml of oenanthic acid anhydride was warmed for 2 h on a steam bath. About 10 ml of water were added and the mixture was warmed for a further 30 min. The reaction mixture was then subjected to a steam distillation. The resulting mixture was extracted with ether and the extract was successively washed with dilute sodium hydroxide solution, sodium carbonate solution and water. 

A mixture of testosterone, pyridine and oenanthic acid anhydride is heated for 1 1/2 hours to 125°C. The cooled reaction mixture is decomposed with water while stirring and cooling. After prolonged standing at a temperature below room temperature, the whole is extracted with ether and the ethereal solution is washed consecutively with dilute sulfuric acid, water, 5% sodium hydroxide solution, and again with water. The crude ester remaining on evaporation of the dried ether solution, after recrystallization from pentane, melts at 36° to 37.5°C. 

Oenanthic acid methyl ester see Methyl heptanoate 626-27-7 Oenanthic anhydride see Heptanoic anhydride... 

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