Ethylene Oxide → HCID 22036247, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 3-bromophenol (1.73 g, 10.0 mmol), ethylene oxide (0.44 g, 10 mmol), Et3N (3 drops) and dioxane (4 mL) was heated at 100° C. in a sealed tube for 2 d. The solution was cooled in an ice-bath and KO-t-Bu (1.07 g, 9.50 mmol) followed by 2,3-dichloropyrazine (1.34 g, 9 mmol) were added along with dioxane (1 mL). The mixture was stirred at room temperature for 90 min, diluted with CH2Cl2 and filtered. The filtrate was concentrated and the residue was purified by chromatography on silica gel (gradient: isohexane to 25% EtOAc/isohexane) to give 2.21 g (75%) of the title product as a white solid: mp 57-58° C. Anal. (C12H10BrClN2O2) C, H, N.

Provenance & Evidence