反应详情

温度

0 °C

To a flame dried round bottom flask containing 6-iodo-chroman-4-ol (3.0 g, 10.8 mmol) and Pd(dppf)Cl2 (0.44 g, 0.54 mmol) was added 6 ml of anhydrous THF and the mixture chilled to 0° C. The mixture was treated with neopentyl zinc chloride (prepared as previously described) (50 ml, 30 mmol, 0.6 M in THF) and stirred under nitrogen at r.t. for 19 h. followed by 5 h at 50° C. (oil bath). The reaction was cooled to r.t. and quenched with NH4Cl and extracted with EtOAc. The organic layer was dried over Na2SO4 and concentrated in vacuo to 1.9 g (79%) of a white solid after flash chromatography (10% EtOAc/heptanes, Biotage 40M) Rf=0.11. HRMS (ESI+) calcd for C14H20O2 m/z 220.1463 (M+H)+; found 220.1460.

1. customTo a flame dried round bottom flask
2. customprepared
3. waitfollowed by 5 h at 50° C.
4. temperatureThe reaction was cooled to r.t.
5. customquenched with NH4Cl
6. extractionextracted with EtOAc
7. dry with materialThe organic layer was dried over Na2SO4
8. concentrationconcentrated in vacuo to 1.9 g (79%) of a white solid after flash chromatography (10% EtOAc/heptanes, Biotage 40M) Rf=0.11