Toluene → HCID 58460220, compound

Participants

Reaction Steps

Tetrabutylammonium bromide (520 mg, 1.614 mmol) was added to a stirred mixture of Intermediate 17 (530 mg) and 4-(bromomethyl)-1,2-dichlorobenzene (852 mg) in sodium hydroxide 20% aq. (5.16 mL) and Toluene (6 mL). The RM was stirred at room temp for 3 hours. An excess of sat NH4Cl aq. solution was added and the mixture was extracted with EtOAc (3×30 ml). The organics were combined, dried (hydrophobic frit) and concentrated under vacuum. The residue was purified on silica (100 g) using a cyclohexane:ethyl acetate 0-100% gradient. The desired fractions were combined and concentrated under vacuum to give the title compound (660 mg).

Provenance & Evidence