Sodium Iodide → HCID 19430463, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of o-phenoxybenzyl alcohol (5.0 g, 25 mmol) and triethylamine (10.4 mL, 75 mmol) in CH2Cl2 (50 mL) at 0° C. was added methanesulfonyl chloride (3.9 mL, 50 mmol). The reaction mixture was stirred at 0° C. for 1 h and then at room temperature for 3.5 h. The mixture was washed H2O and brine. It was filtered through phase separator paper and concentrated to a yellow oil. The oil was then dissolved in 50 mL of acetone, and sodium iodide (7.5 g, 50 mmol) was then added. The mixture was stirred at more temperature overnight. Hexane was added to the mixture. The solid was filtered off. The filtrate was concentrated and chromatographed on silica gel with hexane to give 5.22 g of yellow oil. MS m/e 183.1, [M+H-HI]+ ; 1H NMR (300 MHz, CDCl3): δ 4.52 (s, 2H, CH2Ar), 6.82-7.48 (m, 9H, ArH). ##STR65##

Provenance & Evidence