HRID1767893

反应详情

EQUATION

反应方程式

HRID 1767893 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

A solution of 3-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-propionic acid ethyl ester (470 mg, 1.4 mmol) in tetrahydrofuran (5 ml) was added to a suspension of lithium aluminum hydride (53 mg, 1.4 mmol) in tetrahydrofuran (5 ml) under an argon atmosphere at ambient temperature within 5 min. The mixture was stirred for 5 h, cooled to 0° C. and treated cautiously with water (5 ml) and 10% aqueous NaOH (1 ml). The reaction mixture was filtered over celite, ice water/ethyl acetate 1/1 was added and the layers were separated. The aqueous layer was extracted one more time with ethyl acetate, the combined organic layers were washed with ice water/brine 1/1 and dried over sodium sulfate. Removal of the solvent under reduced pressure gave a yellow oil which was purified by column chromatography (silica gel, heptane/AcOEt) to yield 285 mg (950 μmol, 69%) of the title compound as colorless oil.

WORKUP

后处理

  1. filtrationThe reaction mixture was filtered over celite, ice water/ethyl acetate 1/1
  2. additionwas added
  3. customthe layers were separated
  4. extractionThe aqueous layer was extracted one more time with ethyl acetate
  5. washthe combined organic layers were washed with ice water/brine 1/1
  6. dry with materialdried over sodium sulfate
  7. customRemoval of the solvent under reduced pressure
  8. customgave a yellow oil which
  9. customwas purified by column chromatography (silica gel, heptane/AcOEt)