Isopropyl iodide → HCID 21466179, compound

Participants

Reaction Steps

4,4′-Oxydiphenol (3.68 g, 0.018 mmoL) and 2-iodopropane (1.82 mL, 0.018 mmoL) were dissolved in ethanol (3 mL) and heated at reflux. It was then treated with a solution of potassium hydroxide (0.0012 g, 0.019 mmoL) dissolved in H2O (3 mL) by addition over 10 min. The reaction was refluxed for 1 hr then it was concentrated in vacuo. The residue was dissolved in diethyl ether (50 mL) and washed with brine (1×50 mL). The organic layer was dried (MgSO4), filtered and concentrated in vacuo. The crude product was purified by flash chromatography (SiO2, ethyl acetate:hexanes (25:75)) to afford 1.97 g (44%) of the title compound. 1H NMR (300 MHz, CDCl3) δ ppm 6.74-6.92 (m, 8H) 4.57 (s, 1H) 4.40-4.51 (m, 1H) 1.32 (d, J=5.88 Hz, 6H). MS m/z (DCI) 266 (M+NH4)+.

Provenance & Evidence