3-fluoro-2-iodo-6-methylbenzoic acid synthesis

Yield:1417190-24-9 89.7%

Reaction Conditions:

with N-iodo-succinimide;palladium diacetate in N,N-dimethyl-formamide;

Steps:

14.1 14.1

14.1 3-Fluoro-2-iodo-6-methylbenzoic acid 5-Fluoro-2-methyl-benzoic acid (3.0 g, 19.5 mmol), NIS (4.8 g, 21.4 mmol), Pd(OAc)₂ (448 mg, 2 mmol) in 100 mL of DMF were stirred at 110° C. for 2 h. After completion of the reaction, the mixture was cooled to room temperature and poured into water, the product was extracted with EA, the organic layer was collected and dried with Na₂SO₄, concentrated and purified by silica-gel (PE/EA=6/1) to afford the title compound as an off-white solid (4.9 g, 89.7%). LCMS (ESI+): m/z (M+H)⁺281.7, R_t: 1.786 min.

References:

US2013/5705,2013,A1