4-Iodoaniline → HCID 178501771, compound

Participants

Reaction Steps

Methyl (4-formylphenoxy)acetate (8.0 g, 40 mmol) was dissolved in 100 ml toluene and p-iodoaniline (9.1 g, 40 mmol) was added. The mixture was refluxed over night using a Dean-Stark apparatus. The reaction mixture was partly evaporated under reduced pressure. Methanol was added to the suspension and the mixture was stirred for a few minutes. The precipitate was filtered off, washed with methanol and dried under reduced pressure over night to yield the title compound. 1H-NMR (400 MHz, CDCl3) δ: 3.83 (s, 3H), 4.72 (s, 2H), 6.95 (d, 2H), 7.00 (d, 2H), 7.69 (d, 2H), 7.86 (d, 2H), 8.35 (s, 1H).

Provenance & Evidence