Step 1. Preparation of tert-butyl 4-(2-hydroxyethyl)phenylcarbamate: Di-tert-butyl dicarbonate (1.75 g, 8.01 mmol) was added to a solution of ethyl acetate (10 ml) of 2-(4-aminophenyl)ethanol (1 g, 7.28 mmol). The reaction mixture was stirred at room temperature for 24 hours. After completion of the reaction, the reaction mixture was extracted by adding water and ethyl acetate to the reaction mixture. The organic layer was dried with anhydrous magnesium sulfate and the solvent was subsequently removed under reduced pressure. The residue was purified by column chromatography (n-hexane:ethyl acetate=1:2) to afford 1.72 g (Yield: 99%, white solid) of N-Boc-2-(4-aminophenyl)ethanol.1H NMR (400 MHz, CDCl3): δ7.29 (d, J=8.4 Hz, 2H), 7.16 (d, J=8.4 Hz, 2H), 6.45 ( br s, 1H), 3.82(br s, 2H), 2.81(t, J=6.6Hz, 2H), 1.52(s, 9H).
