3-Bromo-2-fluorobenzonitrile → 3-Bromo-2-tert-butoxy-benzonitrile

Participants

Reaction Conditions

Reaction Steps

A mixture of 3-bromo-2-fluoro-benzonitrile (40.0 g, 0.200 mol) and tetrahydrofuran (200 mL) was chilled to 0° C. and stirred for 5 min. A solution of potassium tert-butoxide (130 mL, 0.210 mol) was added dropwise at 0° C. and the reaction was allowed to warm to RT with stirring over 90 min. The reaction was quenched with water (200 mL) and 2 M Na2CO3 (100 mL) and extracted with EtOAc (3×200 mL). The organic layer was dried over Na2SO4 and the solvent was removed by rotary evaporation to provide the title compound as a light yellow oil.

Provenance & Evidence