Entire reaction was performed under dry air using syringe septa technique. 4 Å molecular sievies were added to a stirred solution of 3-chloro-4-(trifluoromethyl) phenylboronic acid (0.021 mol, 2 eq) and [2-(4-hydroxy-phenyl)-ethyl]-carbamic acid tert butyl ester (0.011 mol, 1 eq) in dry DCM (105 ml) at ambient temperature in a flame dried flask flushed with dry air. The reaction was stirred for 15 min. After that, copper (II) acetate (0.011 mol, 1.01 eq), triethylamine (0.053 mol, 5 eq) and pyridine (0.053 mol, 5 eq) were added in succession and the reaction was stirred for 50 hours. The reaction mixture was sequential washed with 0.5 M HCl (4×250 ml), water (3×150 ml) and brine (1×150 ml). Organic layers were combined, dried over Na2SO4/MgSO4, filtered and evaporated. Crude product was purified on Biotage SP1 Snap Si 100; 40 ml/min in the gradient of EtOAc in cyclohexan: 0-30% in 25 CV. The appropriate fractions were combined and evaporated in vacuo to give the required product {2-[4-(3-chloro-4-trifluoromethyl-phenoxy)-phenyl]-ethyl}-carbamic acid tert-butyl ester (3.703 mmol, yield=34%, purity=89%). [M+H]+=360.22 1H NMR (300 MHz, CDCl3) δ/ppm 1.42 (s, 9H), 2.75-2.84 (m, 2H), 3.31-3.43 (m, 2H), 4.55 (br. s., 1H), 6.84-6.90 (m, 1H), 6.94-7.01 (m, 2H), 7.02-7.06 (m, 1H), 7.18-7.23 (m, 3H), 7.55-7.61 (m, 1H)
