反应详情

To a solution of 2-hydroxy-6-methoxybenzaldehyde (4.72 g, 30.43 mmol) in dry DMF (50 ml) was added geranyl bromide (7.5 g, 33.50 mmol) followed by solid potassium carbonate (5.5 g, 39.86 mmol). The mixture was stirred at room temperature for 48 h. The suspension was filtered through a layer of dry sodium sulfate (top) and silica gel (bottom), washed with 200 ml ethyl acetate and decanted into a separatory funnel. The mixture was washed sequentially with aqueous ammonium chloride, water (twice), brine, and the organic phase was dried over Na2SO4. The solution was concentrated in vacuo on a rotovap. The brown gel material was then purified by chromatography via silica gel using 8:2 hexanes:ethyl acetate eluent to provide 2-((E)-3,7-dimethylocta-2,6-dienyloxy)-6-methoxybenzaldehyde as pale yellow oil.

1. filtrationThe suspension was filtered through a layer of dry sodium sulfate (top) and silica gel (bottom)
2. washwashed with 200 ml ethyl acetate
3. customdecanted into a separatory funnel
4. washThe mixture was washed sequentially with aqueous ammonium chloride, water (twice), brine
5. dry with materialthe organic phase was dried over Na2SO4
6. concentrationThe solution was concentrated in vacuo on a rotovap
7. customThe brown gel material was then purified by chromatography via silica gel using 8:2 hexanes