反应详情

In a 1 L three neck flask, equipped with an overhead mechanical stirrer, was added 45 g of methyltriphenylphosphonium bromide (0.126 mol) under nitrogen atmosphere. To this were added anhydrous 300 mL of THF and 16.02 g of potassium tert-butoxide (0.1428 mol). After 1 h of stirring, 20 g of 6-(1-ethoxy ethoxy)-2-naphthaldehyde (0.0819 mol), dissolved in 50 mL of THF, was added dropwise using a cannular and the reaction mixture was stirred overnight. After overnight stirring, deionized water (200 mL) was added with a syringe and the phases were separated. The aqueous phase was extracted with ether (2×100 mL) and the combined extracts were dried over MgSO4. After filtration and concentration, the crude product was purified by column chromatography (silica gel, hexane/CH2Cl2 40/60˜10/90) to yield 19.12 g of pure 6-(1-ethoxy ethoxy)-2-vinylnaphthalene (96%).

1. additionwas added dropwise
2. stirringwas stirred overnight
3. stirringAfter overnight stirring
4. customthe phases were separated
5. extractionThe aqueous phase was extracted with ether (2×100 mL)
6. dry with materialthe combined extracts were dried over MgSO4
7. filtrationAfter filtration and concentration
8. customthe crude product was purified by column chromatography (silica gel, hexane/CH2Cl2 40/60˜10/90)