4-(Imidazol-1-yl)phenol

1) In the reactor, add 1kg p-bromoanisole, 0.5kg imidazole, 70g cuprous oxide, 1kg potassium carbonate and 2LNMP, stirring. The reaction temperature was raised to 120C, and the reaction was carried out for 12 h. At the end of the reaction, it was filtered, and 500 ml of ethyl acetate washed to remove the solid; 2L of 8 % NaOH aqueous solution was added, stirred, and a solid was produced, and the solid was removed by filtration. To the liquid, ethyl acetate (3x1L) was added to extract, and the organic phases were combined. To the organic phase, saturated saline was added, stirred, partitioned, dried, spun off the solvent, and recrystallized using methyl tert-butyl ether to give 1-(4-methoxyphenyl) -1H-imidazole 500g; yield 53%;

2) In a reactor, add 0.5kg of 1-(4-methoxyphenyl)-1H-imidazole that dissolved in dichloromethane, stirring, ice salt bath to cool the system to 0 , nitrogen protection, dropwise addition of 4.3L1.0M BBr3 dichloromethane solution. After dropping, the reaction system was naturally warmed to 25C and reacted for 12 h. At the end of the reaction, the reaction solution was slowly added to an ice-water mixture and quenched. Sodium bicarbonate adjusted the base, precipitated white solid, filtered, using tert-butyl alcohol recrystallization to get 4-(imidazol-1-yl)phenol 350g; yield 76%, purity 99.8%.