Triisopropyl borate → HCID 17964037, compound

Participants

Reaction Steps

To a solution of 2-[3-iodo-5-(trifluromethyl)phenyl]-4,4-dimethyl-4,5-dihydrooxazole (2.11 g) and triisopropyl borate (1.26 g) in tetrahydrofuran (21 ml) was added dropwise butyllithium (1.6 M in hexane) at −70° C. After stirring for 4 hours, the mixture was quenched with 2N hydrochloric acid and extracted with ethyl acetate. The combined extracts were washed with brine, dried over magnesium sulfate, and evaporated in vacuo to give 3-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)-5-(trifluoromethyl)phenylboroic acid (1.65 g) as a yellow oil. This oil was used immediately in the next reaction without further purification because of its instability.

Provenance & Evidence