Phenol → HCID 89782156, compound

Participants

Reaction Steps

NaH (60% w/w in mineral oil; 269 mg, 6.72 mmol) was added to a solution of phenol (633 mg, 6.72 mmol) in THF (4.5 ml) at 0° C.; the resulting mixture was stirred for 15 min before 2,8-dichloroquinoxaline (177a, 892 mg, 4.48 mmol, Pharmabridge, Inc., Doylestown, Pa.) in THF (10 ml) was added at 0° C. The mixture was slowly warmed to RT and stirred for 16 h. The crude material was quenched with MeOH and was purified by silica gel (100% hexanes to 20% EtOAc/hexanes) to provide 8-chloro-2-phenoxyquinoxaline (61% yield) as a yellow solid. MS (ESI, pos. ion) m/z: 257.2 (M+1).

Provenance & Evidence