反应详情

A suspension of 1,1-dimethylethyl [5-(methylamino)-2-(methyloxy)phenyl]carbamate (2.15 g, 8.52 mmol) and potassium carbonate (2.355 g, 17.04 mmol) in tetrahydrofuran (75 ml) was treated with bromoacetylchioride (0.779 ml, 9.37 mmol), stirred for 45 minutes, and dimethyl amine in THF (17.04 ml, 34.1 mmol) was added. The solution was stirred at room temperature for 8 hours, poured into saturated sodium bicarbonate/ethyl acetate, and the organic layer was separated, dried over sodium sulfate, filtered, taken to a residue under reduced pressure, and purified by column chromatography to afford 1,1-dimethylethyl [5-[(N,N-dimethylglycyl)(methyl)amino]-2-(methyloxy)phenyl]carbamate (2.25 g, 6.67 mmol, 78% yield) as a yellow oil. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.05 (br. s., 1 H), 7.60 (br. s., 1 H), 6.88-7.10 (m, 2 H), 3.82 (s, 3 H), 3.08 (s, 3 H), 2.80 (br. s., 2 H), 2.11 (s, 6 H), 1.36-1.54 (m, 9 H)

1. stirringThe solution was stirred at room temperature for 8 hours
2. customthe organic layer was separated
3. dry with materialdried over sodium sulfate
4. filtrationfiltered
5. custompurified by column chromatography