Cesium carbonate → HCID 86697223, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 4-bromo-3,5-dimethylphenol (300 mg) and Cs2CO3 (600 mg) in N,N-dimethylformamide (3 mL) is added 3-hydroxy-3-methylcyclopentyl 4-methylbenzenesulfonate (275 mg). The mixture is stirred for 12 hours at 50° C. and then partitioned between water and diethylether. The organic phase is dried (MgSO4) and concentrated. The residue is chromatographed on silica gel (petrole ether/ethyl acetate 90:10→30:70). The enantiomers are separated by SFC on chiral phase (column: Daicel IA, 5 μm, 250 mm×10 mm; eluent: scCO2/(methanol+0.2% diethylamine) 85:15, 10 mL/min):

Provenance & Evidence