芳基卤素，先进行钯催化的偶联反应，引入叔丁基醚，然后酸性去除叔丁基，可得羟基，苯酚类似物
实验操作
A suspension of Pd(OAc)2 (34.7 g, 0.15 mol) and rac-BINAP (288.7 g, 0.46 mol) in toluene (56.1 L) was stirred at 40 °C for 30 min under nitrogen atmosphere. The mixture was cooled to 25 °C, and 25 (5.90 kg, 15.47 mol), tert-butanol (2.92 L, 30.94 mol), tBuONa (2.23 kg, 23.2 mol), and toluene (2.95 L) were added. After stirring at 25 °C for 20 min, the solution was heated at 95−100 °C for 2.5 h.
Then the mixture was cooled to 15 °C, diluted with 0.5 mol/L aq HCl (29.5 L), and stirred at 25 °C for 30 min. After dissolution with toluene (17.7 L), the organic layer was separated and washed with water (29.5 L) twice. The organic layer was concentrated in vacuo, and acetonitrile (29.5 L) was added to the residue. The mixture was concentrated in vacuo again. Acetonitrile (29.5 L) was added to the residue and concentrated in vacuo until the weight of the mixture reached 14.8 kg. The residual solution was used in the next reaction without further purification.
参考文献
Org. Process Res. Dev. 2014, 18, 446−453
