反应详情

A mixture of ethyl 8-iodo-6-(trifluoromethoxy)-2-(trifluoromethyl)-2H-chromene-3-carboxylate prepared as in Example 21a, Step 2 (2.00 g, 4.15 mmole), CuI (158 mg, 0.830 mmole), KCN (1.08 g, 16.6 mmole) and Pd(PPh3)4 (480 mg, 0.415 mmole) in anhydrous THF (5.0 mL) were refluxed under a dry N2 atmosphere for 2.5 days. The mixture was then poured into brine (100 mL), extracted with EtOAc (100 mL), dried over MgSO4 and concentrated in vacuo. Purification by silica chromatography followed by crystallization from EtOAc-hexanes gave 1.30 g (82% yield) of the product a yellow crystalline solid: EIHRMS m/z 399.0812 (M+NH4, C15H9NO4F6NH4, Calc'd 399.0774).

1. temperaturewere refluxed under a dry N2 atmosphere for 2.5 days
2. extractionextracted with EtOAc (100 mL)
3. dry with materialdried over MgSO4
4. concentrationconcentrated in vacuo
5. customPurification by silica chromatography
6. customfollowed by crystallization from EtOAc-hexanes