HRID420804

反应详情

EQUATION

反应方程式

HRID 420804 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

To −78° C. solution of 1-benzyl-2-isopropyl-5-(tetrahydropyran-2-yloxy)-1H-indole-3-carboxylic acid, ethyl ester (Compound 11, 2.11 g, 5 mmol) in THF (30 mL) was added a 1 M solution of LiAlH4 in THF (9 mL, 9 mmol) dropwise over 5 minutes. The mixture was gradually warmed to 0° C. over 4 h. The reaction was cooled to −78° C. and quenched by adding EtOAc (5 mL) and saturated aqueous Na2SO4 (9 mL). The solution was warmed to room temperature and stirred for 20 minutes. The resulting precipitate was filtered off, and the organic layer was dried (Na2SO4). The solvent was removed under vacuum to obtain (1-benzyl-2-isopropyl-5-(tetrahydropyran-2-yloxy)-1H-indol-3-yl)methanol (Compound 12) as a white solid.

WORKUP

后处理

  1. temperatureThe reaction was cooled to −78° C.
  2. customquenched
  3. additionby adding EtOAc (5 mL) and saturated aqueous Na2SO4 (9 mL)
  4. temperatureThe solution was warmed to room temperature
  5. filtrationThe resulting precipitate was filtered off
  6. dry with materialthe organic layer was dried (Na2SO4)
  7. customThe solvent was removed under vacuum