Trimethyl borate → 4-(1,3-Dioxolan-2-yl)-3-(trifluoromethyl)phenylboronic acid

Participants

Reaction Steps

The title compound was prepared from 2-[4-iodo-2-(trifluoromethyl)phenyl]-1,3-dioxolane (Example I-IX-7) according to the procedure described for Example V-18, with the following exceptions: the aryl iodide and i-PrMgCl were aged 45 min before introduction of the electrophile (instead of 30 min); trimethyl borate was used as the electrophile (instead of 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane); the dried organic extracts were concentrated to dryness and triturated with Et2O/hexanes (instead of flash chromatography). White solid. LC/MS (method A) 2.22 min, m/z 417 ({2[M-gylcol]-H2O}—H, 23%), 217 ([M-glycol]-H, 57%), 189 (100%, −ve ion).

Provenance & Evidence