反应详情

(a) N-(t-Butyloxy)-2-[[4-methoxybenzenesulfonyl](2-quinolinylmethyl)amino]acetamide (1.15 g, 2.42 mmol) is dissolved in methylene chloride (30.0 mL) and ethanol (0.20 mL) in a glass sealed tube. Hydrochloric acid gas (from a lecture bottle) is bubbled through the solution for 20 minutes, and then the tube is sealed and stands at room temperature overnight. The next day, additional hydrochloric acid gas is bubbled through the solution for 20 minutes, more ethanol (0.20 mL) is added, and then the tube is sealed and stands at room temperature for two days. After that time, the solvent is removed. The product is purified by silca gel chromatography (5% to 15% methanol/methylene chloride with ~1% ammonium hydroxide) to give N-hydroxy-2-[[4-methoxybenzenesulfonyl](2-quinolinylmethyl)amino]acetamide, m.p. 177°-178° C.

1. customHydrochloric acid gas (from a lecture bottle) is bubbled through the solution for 20 minutes
2. customthe tube is sealed
3. customThe next day, additional hydrochloric acid gas is bubbled through the solution for 20 minutes
4. additionmore ethanol (0.20 mL) is added
5. customthe tube is sealed
6. waitstands at room temperature for two days
7. customAfter that time, the solvent is removed
8. customThe product is purified by silca gel chromatography (5% to 15% methanol/methylene chloride with ~1% ammonium hydroxide)