反应详情

温度

110 °C

(5-Bromo-pyridin-2-yl)-methanol (1.0 g), NaCN (521 mg), Pd(PPh3)4 (612 mg), and CuI (200 mg) were taken up in degassed EtCN and heated at 110° C. (4 h). The solution was partitioned between EtOAc and 10% NH4OH (aq.). The aqueous layer was extracted with EtOAc. The combined organic layers were washed with brine and dried (MgSO4). Filtration and concentration gave a yellow solid. Purification via flash chromatography (1/2 hexanes/EtOAc, SiO2) gave 341 mg (48%) of (5-cyano-pyridin-2-yl)-methanol as a white solid.

1. customThe solution was partitioned between EtOAc and 10% NH4OH (aq.)
2. extractionThe aqueous layer was extracted with EtOAc
3. washThe combined organic layers were washed with brine
4. dry with materialdried (MgSO4)
5. filtrationFiltration and concentration
6. customgave a yellow solid
7. customPurification via flash chromatography (1/2 hexanes/EtOAc, SiO2)