反应详情

To a stirred solution of tert-butyl 4-amino-3-methylphenylacetate (1.20 g, 5.42 mmol) and Et3N (830 ml, 5.95 mmol) in THF (10 ml) was added phenyl isocyanate (650 ml, 5.98 mmol) and the reaction mixture was stirred at room temperature overnight. The reaction mixture was concentrated to a small volume and diluted with n-hexane. Resulting precipitate was collected under a reduced pressure and the filtrate was washed with n-hexane to give tert-butyl 3-methyl4-(N′-phenylureido)phenylacetate (1.12 g, 61%) as a white crystalline powder. mp 143–145° C.; 1H-NMR (CDCl3) δ 1.47 (s, 9 H), 2.09 (s, 3 H), 3.47 (s, 2 H), 6.44 (s, 1 H), 7.01–7.07 (m, 4 H), 7.16–7.27 (m, 2 H), 7.30–7.33 (m, 2 H), 7.45–7.47 (m, 1 H).

1. concentrationThe reaction mixture was concentrated to a small volume
2. additiondiluted with n-hexane
3. customResulting precipitate
4. customwas collected under a reduced pressure
5. washthe filtrate was washed with n-hexane