Monobenzone → 2-(4-Benzyloxyphenoxy)-3-methylquinoxaline

Participants

Reaction Conditions

Reaction Steps

In a nitrogen atmosphere, a solution of 28.0 g (0.14 mole) 4-benzyloxyphenol in 50 cc dimethylformamide was added dropwise at about 15° C. to 6.0 g (0.14 mole) 57% sodium hydride in 25 cc dimethylformamide. When the evolution of hydrogen ceased, 25.0 g (0.14 mole) 2-chloro-3-methylquinoxaline was added and the reaction mixture was heated at 125° C. for about 2 hours. After standing overnight at room temperature, the reaction mixture was poured into ice-water (~500 cc). The solid product was filtered and crystallized from methanol or acetonitrile to give 36.3 g of the title compound, m.p. 99°-102° C.

Provenance & Evidence