反应详情

To a stirred solution of 3,4-dihydro-2-hydroxynaphthalene carboxylic acid, methyl ester (36.2 g, 177 mmol) in dry tetrahydrofuran (440 ml) at -30° C. under argon was added dropwise lithium diisopropylamide (195 ml, 2M solution, 390 mmol). Allyl bromide (24.3 ml, 284 mmol) was then added at 0° C. The reaction mixture was allowed to warm to room temperature and stirred for 1 h, then treated with hydrochloric acid (5M) to pH2-3. The resulting mixture was extracted with ethyl acetate (2×1000 ml) and the combined extracts were washed with brine (1000 ml), dried (Na2SO4) and evaporated in vacuo to give the title compound as a brown oil (46.1 g).

1. extractionThe resulting mixture was extracted with ethyl acetate (2×1000 ml)
2. washthe combined extracts were washed with brine (1000 ml)
3. dry with materialdried (Na2SO4)
4. customevaporated in vacuo