反应详情

温度

0 °C

2-Methylphenylacetic acid (9.60 g, 64.15 mmoles) was dissolved in 10 ml dichloromethane. To this mixture, oxalylchloride (7 ml, 80.19 mmoles) and DMF (3 drops) were added at 0° C. and stirred for 30 min. The solvent was evaporated and dissolved in 100 ml dichloromethane. To this mixture, 4-bromoanisole (10 g, 53.47 mmoles) was added and cooled to 0° C. At 0° C. AlCl3 (10.6 g, 80.19 mmoles) was added and the reaction mixture was warmed to RT and stirred for 24 h. The reaction mixture was quenched by the addition of 2N HCl and extracted with ethyl acetate, dried over sodium sulphate and concentrated. The crude product was purified by column chromatography with ethyl acetate: petroleum ether to afford the title compound as white solid (5.5 g, 33% yield. 1H-NMR (δ ppm, DMSO-d6, 400 MHz): δ 11.52(s,1H), 8.02(d, J=2.4 Hz, 1H), 7.65(dd, J=8.8, 2.5 Hz, 1H), 7.16(m, 4H), 6.97(d, J=8.9 Hz, 1H), 4.47(s, 2H), 2.14(s, 3H).

1. customThe solvent was evaporated
2. dissolutiondissolved in 100 ml dichloromethane
3. customAt 0° C
4. temperaturethe reaction mixture was warmed to RT
5. stirringstirred for 24 h
6. customThe reaction mixture was quenched by the addition of 2N HCl
7. extractionextracted with ethyl acetate
8. dry with materialdried over sodium sulphate
9. concentrationconcentrated
10. customThe crude product was purified by column chromatography with ethyl acetate