Methyl iodide → HCID 22048156, compound

Participants

Reaction Steps

4-Bromo-3-methoxyphenyl 4-methylbenzenesulfonate A mixture of 4-bromo-resorcinol (4.92 g, 26.0 mmol), p-toluenesulfonic chloride (5.95 g, 31.2 mmol), potassium carbonate (23 g, 167 mmol), and acetone (300 mL) was refluxed for 16 hr. Iodomethane (9.89 g, 70 mmol) was added and the mixture was refluxed for an additional 12 hr. The mixture was cooled to room temperature and ether (200 mL) was added and the suspension was filtered. The filtrate was stripped of solvent and purified on a silica column (10% ethyl acetate—hexanes) to yield 6.49 g (70%) of the title compound as a white solid.

Provenance & Evidence