Sodium Carbonate → HCID 18697891, compound

Participants

Reaction Steps

1H-NMR (CDCl3): δ 1.65 (1H, brs), 4.35 (2H, brs), 4.71 (2H, s), 6.95 (1H, dd), 6.91 (1H, s), 7.16 (1H, d). (c) Sodium carbonate (2.5 g, 23.6 mmol) and benzyl chloroformate (3.3 ml, 23.1 mmol) were added to a solution of 2-amino-4-trifluoromethyl-1-hydroxymethylbenzene (4.08 g, 21.3 mmol), prepared in the step (b), in a water-tetrahydrofuran 1:1 solution (40 ml), and the mixture was stirred at room temperature for 21 hr. Diethyl ether and water were added to the reaction mixture, followed by extraction with diethyl ether. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to give 2-benzyloxycarbonylamino-4-trifluoromethyl-1-hydroxymethylbenzene (6.85 g, 99%) as a white solid.

Provenance & Evidence