Pyridine → tert-butyl N-(2-methyl-4-oxobutan-2-yl)carbamate

Participants

Reaction Conditions

Reaction Steps

(3-Hydroxy-1,1-dimethyl-propyl)-carbamic acid tert-butyl ester (9.8 g, 0.048 mol) was dissolved in DMSO (160 mL). The solution was treated with Et3N (20.2 mL, 0.145 mol) followed by a solution of pyridine sufurtrioxide complex (23.2 g, 0.145 mol) in DMSO (160 mL). Upon complete addition, the solution was stirred for 1 h at 25° C. The mixture was diluted with brine and extracted with Et2O (3×125 mL). The organic phase was washed with 10% citric acid(aq), saturated NaHCO3 and brine. The organic phase was dried (MgSO4) and concentrated to the desired material as a yellow oil (8.3 g, 56%): 1H NMR (DMSO-d6) δ 9.67 (t, 1H, J=3 Hz), 2.66 (s, 2H), 1.37 (s, 9H), 1.28 (s, 6H).

Provenance & Evidence