HRID1403466

反应详情

EQUATION

反应方程式

HRID 1403466 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

CONDITIONS

反应条件

温度
-30 °C

PROCEDURE

实验过程

To a solution of 2-(prop-2-ynyloxy)-tetrahydro-2H-pyran (10.0 g, 71.4 mmol) in THF (40 mL) was added n-BuLi (2.5M, 31.4 mL, 78.6 mmol) at −78° C. The reaction mixture was kept for 1 h at −78° C. and then benzaldehyde (8.3 g, 78.6 mmol) was added at −78° C. The reaction mixture was stirred for 2 h and then slowly warmed to −30° C. before being poured into NaHCO3 (aq., 500 mL), extracted with ethyl acetate (3×200 mL), dried over anhydrous sodium sulfate and then concentrated in vacuo to afford 1-phenyl-4-(tetrahydro-2H-pyran-2-yloxy)but-2-yn-1-ol as a colorless oil (17.0 g, crude).

WORKUP

后处理

  1. extractionextracted with ethyl acetate (3×200 mL)
  2. dry with materialdried over anhydrous sodium sulfate
  3. concentrationconcentrated in vacuo