Pyridine → 3-Methylnonan-3-YL-hexahydrobenzoate

Participants

Reaction Conditions

Reaction Steps

36 G. (0.25 mole) of 3-methylnonan-3-ol, 20 g. of pyridine and 60 ml. of hexane are combined and cooled to 5° C. under agitation. To the resulting solution is added, under agitation over a period of 1 to 2 hours while maintaining the reaction temperature between 5°-15° C. a solution of 37 g. (0.25 mole) hexahydrobenzoyl-chloride dissolved in 60 ml. of hexane. The source of cooling is removed and the reaction mixture is agitated overnight, permitting the temperature of the reaction mixture to rise to room temperature (25°-30° C.). After completion of the reaction, the formed pyridine hydrochloride is removed by successive washings with 100 ml. portions of warm water. The solvent is removed by distillation and the desired ester is rectified by fractional distillation in a vacuum, preferably at 1 mm.

Provenance & Evidence