反应详情

温度

70 °C

14.7 g (60.3 mmols) of N-ethyl-N-(2-hydroxyethyl)-4-bromoaniline, 90 ml of chloroform, 10.68 ml (2.0-fold equivalent weight) of 3,4-dihydro-2H-pyran and 0.76 g (0.05-fold equivalent weight) of pyridine p-toluenesulfonate were mixed, and the mixture obtained was heated at 70° C. for 1.5 hours in an atmosphere of argon. Thereafter, a saturated aqueous sodium hydrogencarbonate solution was added to the reaction solution obtained, which was then extracted with chloroform (200 ml×2). The organic layer thus formed was washed with a saturated aqueous sodium hydrogencarbonate solution, which was then dried with anhydrous magnesium sulfate and thereafter concentrated. The residue thus obtained was purified by silica gel column chromatography (developing system: chloroform) to obtain 18.90 g of N-ethyl-N-[2-(tetrahydropyran-2-yl)oxyethyl]-4-bromoaniline (yield: quantitative; a colorless oily liquid).

1. customthe mixture obtained
2. customobtained
3. extractionwhich was then extracted with chloroform (200 ml×2)
4. customThe organic layer thus formed
5. washwas washed with a saturated aqueous sodium hydrogencarbonate solution, which
6. dry with materialwas then dried with anhydrous magnesium sulfate
7. concentrationconcentrated
8. customThe residue thus obtained
9. customwas purified by silica gel column chromatography (developing system: chloroform)