反应详情

A suspension of (5-bromo-4-methoxy-3-methyl benzofuran-2-yl)-methanol (0.31 g; 1.1 mmol, Example 136, Step 1) and CuCN (0.21 g; 2.3 mmol; 2 eq) in N-methylpyrrolidinone (1.5 mL) was subjected to microwave radiation at 200° C. for 10 minutes. The reaction was diluted with water and ethyl acetate (10 mL each) and filtered. The layers were separated and the aqueous phase was washed with a second portion of ethyl acetate. The combined organic layers were washed twice with water and once with brine. After drying over magnesium sulfate, filtration and concentration in vacuo gave the crude product. Chromatography on silica gel, eluting with 20% to 30% ethyl acetate/hexanes gave pure 2-hydroxymethyl-4-methoxy-3-methyl benzofuran-5-carbonitrile (0.17 g; 67% yield).

1. customat 200° C.
2. customfor 10 minutes
3. filtrationfiltered
4. customThe layers were separated
5. washthe aqueous phase was washed with a second portion of ethyl acetate
6. washThe combined organic layers were washed twice with water and once with brine
7. dry with materialAfter drying over magnesium sulfate, filtration and concentration in vacuo
8. customgave the crude product
9. washChromatography on silica gel, eluting with 20% to 30% ethyl acetate/hexanes