反应详情

温度

110 °C

In a 20 mL vial equipped with a screw cap and a stir bar was added cyclohexanone (0.1 mL; 0.88 mmol), trifluoroacetic acid (1 mL) and acetic acid (0.75 mL). The mixture was heated at 110° C. under argon for 15 minutes. A solution of compound (a), above, (0.07 g; 0.25 mmol) in acetic acid (1 mL) was added. The resulting mixture was stirred for an additional 20 minutes at 110° C. The reaction mixture was quenched with potassium hydroxide (1N) (pH: 10; 80 mL) and extracted with ethyl acetate (30 mL). The organic phase was successively washed with water (3×30 mL), brine (30 mL), dried (sodium sulfate), filtered and solvent was removed in vacuo. The residue was purified by column chromatography on silica gel using chloroform:methanol (95:5) to yield the title compound (0.6 g; 64%). 13C NMR (CDCl3): δ 148.6, 147.8, 138.0, 137.3, 134.5, 131.5, 130.9, 125.9, 123.5, 122.5, 121.8, 118.9, 118.4. 107.8, 45.8, 44.8, 34.2, 28.6, 25.8, 23.2, 22.5.

1. customIn a 20 mL vial equipped with a screw
2. customcap
3. customThe reaction mixture was quenched with potassium hydroxide (1N) (pH: 10; 80 mL)
4. extractionextracted with ethyl acetate (30 mL)
5. washThe organic phase was successively washed with water (3×30 mL), brine (30 mL)
6. dry with materialdried (sodium sulfate)
7. filtrationfiltered
8. customsolvent was removed in vacuo
9. customThe residue was purified by column chromatography on silica gel