Sodium Iodide → HCID 19430463, compound

Temperature

0 °C

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##

1. waitat room temperature for 3.5 h
2. washThe mixture was washed H2O and brine
3. filtrationIt was filtered through phase
4. concentrationconcentrated to a yellow oil
5. dissolutionThe oil was then dissolved in 50 mL of acetone
6. stirringThe mixture was stirred at more temperature overnight
7. filtrationThe solid was filtered off
8. concentrationThe filtrate was concentrated
9. customchromatographed on silica gel with hexane

ORD record

ord-5c4af612f9d5476b8715cd96b165d301

Source dataset

uspto-grants-1996_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05545651