反应详情

By following the esterification method of part B of this preparation, the preceding compound was converted into 4-phenoxybut-2-yn-1-ol methanesulfonate in almost quantitative yield. The foregoing crude mesylate was dissolved in 15 ml of acetone and treated with a solution of 5.55 g (0.037 mol) of sodium iodide and 1.049 g (0.0123 mol) of sodium bicarbonate in 30 ml of acetone. The reaction mixture was stirred for 1 hour at room temperature and then the solvent was removed under reduced pressure. The residue was diluted with water and extracted with methylene chloride; the organic extracts were dried and evaporated. The residue was purified by silica gel column chromatography using hexane-ethyl acetate (95:5) as eluant, to yield 1-iodo-4-phenoxybut-2-yne.

1. customthe esterification method of part B of this preparation
2. customthe solvent was removed under reduced pressure
3. additionThe residue was diluted with water
4. extractionextracted with methylene chloride
5. customthe organic extracts were dried
6. customevaporated
7. customThe residue was purified by silica gel column chromatography