Dimethylformamide → HCID 10806074, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 5-Chloro-2-hydroxy-3-iodo-benzoic acid 41 in DMF (40 mL) was treated with K2CO3 (5.70 g, 41 mmol) and then stirred for 15 min. The mixture was chilled to 0° C. under nitrogen and iodomethane (2.82 mL, 45 mmol) was added. This heterogeneous mixture was stirred for 18 h at 20° C. Additional K2CO3 (0.57 g, 4.1 mmol) and iodomethane (0.28 mL, 4.5 mmol) were added. After 6 h, the mixture was diluted with ether, washed with saturated NaHCO3, NaCl, and dried (Na2SO4). The solvent was removed under reduced pressure to give 5-Chloro-3-iodo-2-methoxybenzoic acid methyl ester 42 as a light purple crystalline solid (6.21 g, 93% yield).

Provenance & Evidence