Guaiacol → HCID 118006083, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 1-fluoro-3-iodo-5-nitrobenzene (5.0 g, 18.0 mmol), 2-methoxyphenol (2.3 g, 18.0 mmol) in dry DMSO (10.0 mL) and anhydrous K2CO3 (3.8 g, 27.5 mmol) was heated at 110° C. for 16 h. The mixture was poured into ice water and extracted with EtOAc (3×50 mL). The organic layer was sequentially washed with brine (2×75 mL), dried over anhydrous Na2SO4, concentrated by rotary evaporation, and purified by column chromatography to give 1-iodo-3-(2-methoxyphenoxy)-5-nitrobenzene (7) (4.7g, 70%). 1H NMR (400 MHz, CDCl3) δ 8.23-8.13 (m, 1H), 7.69-7.48 (m, 2H), 7.30-7.25 (m, 1H), 7.12-6.93 (m, 3H), 3.80 (d, J=1.9 Hz, 3H).

Provenance & Evidence