反应详情

温度

0 °C

To a solution of 4-methoxybenzyl alcohol (0.27 mL, 4 equiv) in THF (11 mL) at 0° C. was added KHMDS (0.5 M in toluene, 3.4 mL, 3 equiv) and the resulting mixture was allowed to stir for 10 min at 0° C. A solution of (4-bromo-5-methoxy-3-methyl-1-oxo-3,4-dihydro-1H-naphthalen-2-ylidene)-acetic acid ethyl ester (200 mg) in THF (1 mL) was added slowly. After stirring for 3 min at 0° C., the reaction was quenched with citric acid (1 M) and extracted with EtOAc. The organic extracts were washed with brine, dried over Na2SO4 and concentrated. The crude residue was purified by flash column chromatography (5-20% EtOAc/hexanes) to give 157 mg of pale orange oil (68% yield). LCMS-ESI+ (m/z): [M+H]+ calcd for C24H27O6: 411.18. Found: 411.21.

1. stirringAfter stirring for 3 min at 0° C.
2. customthe reaction was quenched with citric acid (1 M)
3. extractionextracted with EtOAc
4. washThe organic extracts were washed with brine
5. dry with materialdried over Na2SO4
6. concentrationconcentrated
7. customThe crude residue was purified by flash column chromatography (5-20% EtOAc/hexanes)