Phenol → HCID 10780965, compound

Participants

Reaction Conditions

Reaction Steps

2.5 g of methyl 4-bromo-5-methylsulfonyl-2-methylbenzoate, 0.94 g of phenol and 7.8 g of Cs2CO3 were dissolved in 40 ml of N-methylpyrrolidone and stirred at 160° C. for 4 h. The reaction mixture was poured onto 100 ml of a saturated aqueous NaHCO3 solution and 100 ml of water and extracted 5 times with 100 ml of EA each time. The aqueous phase was slowly adjusted to pH=2-3 using 6 N aqueous HCl solution and again extracted 5 times with 100 ml of EA each time. The organic phase was dried over Na2SO4 and the solvent was removed in vacuo. Chromatography on silica gel using DIP/2% HOAc yielded 1.85 g of a colorless solid,

Provenance & Evidence