反应详情

温度

80 °C

To a solution of N-[2,3-bis(4-chlorophenyl)-1,1-dimethylpropyl] chloroacetamide (Step C, 1.3 g, 3.8 mmol) in ethanol (10 mL) and acetic acid (2 mL) was added thiourea (0.34 g, 4.5 mmol). The reaction was stirred at 80° C. overnight to give a white precipitate. The precipitate was removed by filtration and washed with ethanol (10 mL), and the filtrate was diluted with dilute aqueous sodium hydroxide and extracted with hexane (2×50 mL). The combined extracts were dried over sodium hydroxide, filtered, and concentrated to dryness, and the residue was taken up by hydrogen chloride in dioxane (4 M, 5 mL) and concentrated to dryness to give the title compound. 1f NMR (500 MHz, CD3OD): (free amine) δ 7.22-7.14 (m, 4H), 7.06 (d, 2H), 6.96 (d, 2H), 3.22 (dd, 1H), 2.95 (dd, 1H), 2.86 (dd, 1H), 1.16 (s, 3H), 1.10 (s, 3H).

1. customto give a white precipitate
2. customThe precipitate was removed by filtration
3. washwashed with ethanol (10 mL)
4. additionthe filtrate was diluted with dilute aqueous sodium hydroxide
5. extractionextracted with hexane (2×50 mL)
6. dry with materialThe combined extracts were dried over sodium hydroxide
7. filtrationfiltered
8. concentrationconcentrated to dryness
9. concentrationconcentrated to dryness