HRID392149

反应详情

EQUATION

反应方程式

HRID 392149 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

PROCEDURE

实验过程

To a solution of (2S)-2[(benzyloxy)methyl-8-methyl-2,3-dihydro[1,4]dioxino[2,3-f]quinoline (0.16 g, 0.5 mmol) in EtOH (1 mL) was added cyclohexene (0.5 mL) then 10% Pd/C (0.016 g, 10 mol %). The mixture was heated to reflux under N2 for 18 hours then cooled and filtered. The catalyst was rinsed with methanol and the filtrate was concentrated in vacuo to afford 0.113 g (98%) of the title alcohol as an off-white solid. 1H NMR (CD3OD) δ 8.46 (m, 1H), 7.47 (m, 1H), 7.38-7.31 (m, 2H), 4.40 (m, 1H), 4.36 (m, 1H), 4.18 (m, 1H), 3.91 (m, 2H), 2.68 (s, 3H).

WORKUP

后处理

  1. temperatureThe mixture was heated
  2. temperatureto reflux under N2 for 18 hours
  3. temperaturethen cooled
  4. filtrationfiltered
  5. washThe catalyst was rinsed with methanol
  6. concentrationthe filtrate was concentrated in vacuo