反应详情

To a solution of 2-bromopropene (5.4 ml, 59 mmol) in 200 mL DME was added Pd(Ph3P)4 (3.116, 2.8 mmol). After 30 min 6-methoxy-2,3-dihydro-benzo[1,4]dioxin-5-yl-boronic acid (13.320 g, 58.6 mmol) and K2CO3 (8.099 g, 58.6 mmol) was added. The mixture was warmed to reflux. After 16 hours the mixture was cooled, filtered through a pad of celite and concentrated in vacuo. The residue was dissolved in H2O and extracted with ethyl acetate. The combined organics were washed with saturated NaHCO3, dried over MgSO4, filtered and concentrated in vacuo. Purification via flash chromatography afforded isoprene 5-isopropenyl-6-methoxy-2,3-dihydro-benzo[1,4]dioxine (5.542 g, as an inseparable mixture of product/sm 1:1) as an oil.

1. temperatureThe mixture was warmed to reflux
2. temperatureAfter 16 hours the mixture was cooled
3. filtrationfiltered through a pad of celite
4. concentrationconcentrated in vacuo
5. dissolutionThe residue was dissolved in H2O
6. extractionextracted with ethyl acetate
7. washThe combined organics were washed with saturated NaHCO3
8. dry with materialdried over MgSO4
9. filtrationfiltered
10. concentrationconcentrated in vacuo
11. customPurification via flash chromatography