Boron Trichloride → HCID 135814979, compound

Participants

Reaction Steps

To a solution of ester 2.3 (50 mg, 0.120 mmol) in CH2Cl2 (2 ml) at −50° C. was added a 1M solution of BCl3 in CH2Cl2 (600 μl 0.60 mmol), and the mixture was stirred for 30 min at that temperature before being quenched with MeOH, diluted with EtOAc, washed with H2O, saturated NaHCO3 (2×), brine, and dried (Na2SO4). After concentration, the residue was combined with another 0.024 mmol batch for purification by SiO2 chromatography (30% EtOAc/hexanes) to afford 48 mg (100%) of phenol 3.1. MS (ESI) 327.3 (MH+), 325.3 (MH−).

Provenance & Evidence