Hydrochloric Acid → (5-Chlorobenzo[b]thiophen-2-yl)boronic acid

Participants

Reaction Conditions

Reaction Steps

To a solution of 5-chloro-benzo[b]thiophene (compound PRE10) (2.1 g, 12.46 mmol) in anhydrous THF (17 mL) was added dropwise at −60° C. n-BuLi 1.6M in hexane (8.55 mL, 13.69 mmol). After stirring for 30 min at −60° C., was added dropwise triisopropyl borate (3.17 mL, 13.69 mmol). The cooling bath was taken off and the reaction mixture was heated slowly to 0° C. and was added 1N HCl (30 mL) and ethyl acetate (30 mL). The organic layer was dried over Na2SO4 and concentrated to give 2.15 g of compound dd (white powder;

Provenance & Evidence