Potassium Carbonate → HCID 86746451, compound

Participants

Reaction Steps

A mixture of 16.7 g (100 mmol) of 4-nitro-2,5-xylenol, 24.5 g (110 mmol) of 5-bromo-2,2-dimethylvaleric acid, methyl ester (U.S. Pat. No. 4,665,226) and 15.3 g (110 mmol) of anhydrous potassium carbonate in 200 mL of acetonitrile is stirred at reflux for 18 hours overnight. The inorganic solid is removed, washed thoroughly with fresh acetonitrile and the filtrate is evaporated. The solid residue is stirred with a mixture of diethyl ether and 100 mL of 2N potassium hydroxide solution. The aqueous layer is removed and the organic layer washed with 50 mL of 2N potassium hydroxide solution, brine, dried, and evaporated. The crystalline residue is taken up in hexane (hot), treated with charcoal to assist in removal of some insoluble material, concentrated to 200 mL, and cooled to afford 18.2 g of the title compound as pale yellow needles; mp 73°-75° C.

Provenance & Evidence