反应详情

温度

70 °C

To a degassed solution of methyl 3-bromo-4-hydroxybenzoate (350 g, 1514.87 mmol) in ethanol (3 L) were added triethylamine (0.528 L, 3787.17 mmol), 1-(vinyloxy)butane (0.588 L, 4544.60 mmol), 1,1′-bis(diphenylphosphino)ferrocene (33.1 g, 60.6 mmol) and diacetoxypalladium (8.50 g, 37.9 mmol) under nitrogen. The mixture was heated at 70° C. overnight. The reaction was cooled down, filtered and the filtrate concentrated. The resulting solid was solubilized with DCM (2 L) and HCl 4N (1.14 L, 4544 mmol) was added under stirring. Stirring was maintained for 2 h, the organic phase was separated, dried over MgSO4, filtered and concentrated to afford a solid which was stirred in ether (5 L) for 2 h. The solid was filtered off and the filtrate concentrated to dryness to afford methyl 3-acetyl-4-hydroxybenzoate (240 g, 82%) as a beige powder. Mass spectrum: m/z [M−H]−=193.

1. temperatureThe reaction was cooled down
2. filtrationfiltered
3. concentrationthe filtrate concentrated
4. additionwas added
5. stirringStirring
6. temperaturewas maintained for 2 h
7. customthe organic phase was separated
8. dry with materialdried over MgSO4
9. filtrationfiltered
10. concentrationconcentrated
11. customto afford a solid which
12. filtrationThe solid was filtered off
13. concentrationthe filtrate concentrated to dryness