反应详情

To a solution of 4-bromo naphthoic acid (4.0 g, 15.9 mmol) in MeOH (75 mL) was added sulfuric acid (0.5 mL) and the reaction was heated to reflux for 18 hours. TLC 50:50 EtOAc:heptane showed consumption of starting material. The reaction was cooled and concentrated under vacuum to remove MeOH. The residue was diluted with EtOAc (150 mL), washed with water (100 mL), diluted with saturated NaHCO3 (100 mL), dried over Na2SO4 and concentrated under vacuum to afford a solid (3.85 g, 91%). 1H NMR (CDCl3) δ ppm: 8.96 (1H), 8.36 (1H), 8.02 (1H), 7.85 (1H), 7.70-7.66 (2H), 4.03 (3H).

1. temperaturethe reaction was heated
2. temperatureto reflux for 18 hours
3. customconsumption of starting material
4. temperatureThe reaction was cooled
5. concentrationconcentrated under vacuum
6. customto remove MeOH
7. additionThe residue was diluted with EtOAc (150 mL)
8. washwashed with water (100 mL)
9. additiondiluted with saturated NaHCO3 (100 mL)
10. dry with materialdried over Na2SO4
11. concentrationconcentrated under vacuum