反应详情

To the solution produced by reacting sodium (0.92 g) in dry ethanol (60 ml) was added methoxymethyltriphenylphosphonium chloride (15.2 g). After stirring at room temperature for 0.5 hours, 2-naphthaldehyde (5.5 g) was added and the mixture heated at reflux for 5 hours. The mixture was evaporated to dryness and extracted with boiling ether, cooled to precipitate triphenylphosphine oxide, filtered and evaporated. The residue in dichloromethane (5 ml) was passed through a column of alumina and eluted with hexane to give 2-(2-methoxyvinyl) naphthalene (3.6 g), nD20 1.6505, which was hydrolysed in dioxan (50 ml) containing 2N sulphuric acid (5 ml) at 70° for 5 hours. After adding water, the mixture was extracted with ether, and the extract washed, (saturated sodium chloride), dried, (sodium sulphate) and evaporated to give 2-naphthylacetaldehyde (3.25 g) nD20 1.6232.

1. customTo the solution produced
2. temperaturethe mixture heated
3. temperatureat reflux for 5 hours
4. customThe mixture was evaporated to dryness
5. extractionextracted with boiling ether
6. temperaturecooled
7. customto precipitate triphenylphosphine oxide
8. filtrationfiltered
9. customevaporated
10. washeluted with hexane