反应详情

温度

60 °C

To a solution of 1.10 g (5.92 mmol)) 2,6-diethyl-4-hydroxy-benzaldehyde in 15 ml N,N-dimethylformamide in a pressure tube were added 4.83 g (14.8 mmol) cesium carbonate and 1.05 ml (13.0 mmol) iodomethane. The tube was sealed and the reaction mixture was heated at 60° C. for 16 h. The reaction mixture was cooled to room temperature, diluted with ether, and washed with saturated brine. The phases were separated and the organic phase was dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified by flash chromatography (silica gel, ethyl acetate/heptane gradient) to afford 1.00 g (82%) of the title compound as a yellow oil. 1H-NMR (CDCl3): 1.25 (6H, t, 2×CH3), 1.44 (3H, t, CH3), 2.98 (4H, q, 2×CH2), 4.10 (2H, q, OCH2), 6.62 (2H, s, 2×ArH), 10.45 (1H, s, CH═O).

1. customThe tube was sealed
2. temperatureThe reaction mixture was cooled to room temperature
3. washwashed with saturated brine
4. customThe phases were separated
5. dry with materialthe organic phase was dried over Na2SO4
6. filtrationfiltered
7. concentrationconcentrated in vacuo
8. customThe residue was purified by flash chromatography (silica gel, ethyl acetate/heptane gradient)