HCID 23433565, compound → HCID 23433467, compound

Participants

Reaction Steps

To an oven-dried 1 L round-bottomed flask containing 1-tert-butyloxycarbamoyl-3-nitrobenzene (20.0 g, 83.9 mmol) in 500 mL 1:1 ethyl acetate/ethanol at rt was added 10% Pd on C (approx 1 mol %), and the mixture was stirred under an atmosphere of H2 gas for 6 h. The reaction mixture was then filtered, and concentrated under diminished pressure to give 17.4 g (quantitative) of 3-tert-butyloxycarbamoylaniline as a white oily solid. Data for 3-tert-butyloxycarbamoylaniline: 1H NMR (400 MHz, CDCl3) 7.04 (dd, 1H, J=8.0, 8.0, 5-H), 6.98 (br s, 1H, NH), 6.53 (dd, 1H; J=7.9, 1.8, 4-H), 6.36 (m, 2H, 6,2-H), 3.66 (br s, 2H, NH2), 1.51 [s, 9H, (CH3)3CO)].

Provenance & Evidence