反应详情

A solution of 5-bromo-4-methoxy-3-methyl-benzofuran-2-carboxylic acid (286 mg, 1.0 mmol, 1 eq, Example 119, Step 3)) in 5 mL of THF under a nitrogen atmosphere was placed in a water bath. To this solution, 1.4 mL of BH3.THF (1.0 M in THF, 1.4 mmol, 1.4 eq) was added dropwise. After 24 h the reaction mixture was quenched with water, and extracted with ethyl acetate. The organic layer was washed with water, saturated sodium carbonate and brine. The organic layer was dried over magnesium sulfate, filtered, and concentrated in vacuo to give (5-bromo-4-methoxy-3-methyl-benzofuran-2-yl)-methanol (220 mg) in 81% yield. 1H NMR (400 MHz, CDCl3) δ ppm 2.4 (s, 3 H) 3.9 (s, 3 H) 4.7 (s, 2 H) 7.1 (d, J=8.6 Hz, 1 H) 7.4 (d, J=8.8 Hz, 1 H).

1. customAfter 24 h the reaction mixture was quenched with water
2. extractionextracted with ethyl acetate
3. washThe organic layer was washed with water, saturated sodium carbonate and brine
4. dry with materialThe organic layer was dried over magnesium sulfate
5. filtrationfiltered
6. concentrationconcentrated in vacuo