3,4-Dichlorophenol → HCID 67508935, compound

Participants

Reaction Steps

To a solution of tert-butyl 1-(4-bromophenyl)-6-(hydroxymethyl)-3-aza-bicyclo[3.1.0]hexane-3-carboxylate (500 mg, 1.31 mmol) obtained in Step 4 of Intermediate IX, in dry THF (10 mL), were sequentially added 3,4-dichlorophenol (428.0 mg, 2.62 mmol), triphenylphosphine (688.4 mg, 2.62 mmol) and diethyl azodicarboxylate (0.414 mL, 2.62 mmol) at 0° C. under nitrogen atmosphere. The reaction mixture was stirred at r.t. overnight. After the completion of the reaction as confirmed by TLC, the reaction mixture was quenched with 1N NaOH (3 mL). The compound was extracted with ethylacetate. The organic layer was washed with water, separated, dried over Na2SO4 and concentrated in vacuo to afford the crude compound, which was purified by column chromatography (silica gel, 2:8 EtOAc:Pet. ether) to afford the title compound (500 mg, 74%) as a viscous oil.

Provenance & Evidence