Sodium Hydroxide → 11-(p-Hydroxyphenoxy)undecanoic acid

Participants

Reaction Steps

In a 500 ml flask equipped with a stirrer and a condenser were charged 32.2 g of ethyl 11-(p-hydroxyphenoxy)undecanoate synthesized in Synthetic example 2, 100 g of a 10% aqueous sodium hydroxide solution and 100 ml of ethanol, and the mixture was refluxed for 2 hours. After completion of the reaction, the reaction mixture was concentrated, poured into 600 ml of a 2% aqueous hydrochloric acid solution and precipitated crystals were collected by filtration. The resulting crystals were washed with distilled water and recrystallized from acetonitrile to obtain 20.2 g of the title compound.

Provenance & Evidence