HRID365519

反应详情

EQUATION

反应方程式

HRID 365519 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

CONDITIONS

反应条件

温度
0 °C

PROCEDURE

实验过程

6-Amino-1-isopropyl-4,4,7-trimethyl-2-oxo-1,2,3,4-tetrahydroquinoline (12) (0.78 g, 3.2 mmol) was dissolved in tetrahydrofuran (50 mL) and the solution was cooled to 0° C. under argon. The solution was treated with 1M lithium aluminum hydride (4.0 mL, 4.0 mmol) and the reaction stirred at 0° C. to room temperature for 24 hours. The reaction mixture was cooled to 0° C., poured onto ice and extracted with ether (2×). The combined organic extracts were washed with brine and dried (MgSO4). The filtered solution was concentrated under reduced pressure and the crude product was purified by silica gel chromatography (5% ethyl acetate in hexanes) to give the title compound (0.87 g, >100%) as an oil.

WORKUP

后处理

  1. temperatureThe reaction mixture was cooled to 0° C.
  2. additionpoured onto ice
  3. extractionextracted with ether (2×)
  4. washThe combined organic extracts were washed with brine
  5. dry with materialdried (MgSO4)
  6. concentrationThe filtered solution was concentrated under reduced pressure
  7. customthe crude product was purified by silica gel chromatography (5% ethyl acetate in hexanes)