Hydroquinone → HCID 68839539, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of N—[(R)-2-(tert-butyldimethylsilanyloxy)-1-(2-iodophenyl)-ethyl]-2-iodobenzamide (60 mg, 0.159 mmol), hydroquinone (6 mg, 0.054 mmol) and Cs2CO3 (33 mg, 0.10 mmol) is added a homogenous pre-stirred solution of Pd(OAc)2 (1 mg, 0.0044 mmol) and tri-o-tolylphosphine (2 mg, 0.0065 mmol) in DMF (0.5 mL). The reaction mixture is degassed and heated under N2 at 100° C. for 5 h. The reaction mixture is cooled to RT, quenched with 2N HCl, diluted with H2O, and extracted with EtOAc. The organic phase is washed with 1N NaOH, H2O and brine, dried over MgSO4, filtered and concentrated. The crude material is purified by flash chromatography using a gradient of 0-100% . EtOAc/hexane as eluent to give the title compound as a yellow oil: (M+1)+=354.

Provenance & Evidence