O-Xylene → Sodium 2-cyclopropyl-6-methylphenoxide

Participants

Reaction Conditions

Reaction Steps

115.4 g of pure water was added to 54.1 g (1.312 mol) of 97% sodium hydroxide and heated to 50° C. to dissolve sodium hydroxide, and then xylene (1,000 ml) was added to the resultant solution at room temperature. To the mixture was added dropwise 200 g (1.317 mol) of 2-cyclopropyl-6-methylphenol at room temperature over 20 minutes. The resultant two-phase solution was subjected to thermal dehydration at 140° C., and, after completion of the distilling off of water, the resultant solution was cooled to 5° C. to obtain a slurry. The obtained slurry was subjected to filtration under a reduced pressure, and the resultant solids were washed with 500 ml of hexane twice. The solids were dried under a reduced pressure, and the resultant solids were quantitatively determined by an HPLC internal standard analysis method, which showed that 150.2 g of sodium 2-cyclopropyl-6-methylphenoxide (yield: 67%) was obtained.

Provenance & Evidence