反应 #595340

ord-1416c1ca9a0c43d886b805592fc7c512

反应方程式

[Al+3].[H-].[H-].[H-].[H-].[Li+]
lithium aluminum hydride
CCOC(=O)c1coc(-c2ccc(Cl)c(C)c2)n1
compound
CCOC(=O)c1coc(-c2ccc(Cl)c(C)c2)n1
Ethyl 2-(4-chloro-3-methylphenyl)-1,3-oxazole-4-carboxylate
O
water
[Na+].[OH-]
sodium hydroxide
Cc1cc(-c2nc(CO)co2)ccc1Cl
[2-(4-Chloro-3-methylphenyl)-1,3-oxazol-4-yl]methanol

溶剂

反应条件

温度
0°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度The reaction solution is then once more cooled to 0° C.
  2. 2
    workup.STIRRINGThe mixture is stirred at RT overnight
  3. 3
    其他The precipitate formed
  4. 4
    过滤is filtered off
  5. 5
    其他a rotary evaporator
  6. 6
    其他The residue is used without further purification in the subsequent reaction

实验过程

46 mg (1.22 mmol) of lithium aluminum hydride are initially charged in 8.0 ml of THF and cooled to 0° C. A solution of 161 mg (0.61 mmol) of the compound from Example 26A in 2.5 ml of THF is then added dropwise. The mixture is stirred at RT for 2 h. The reaction solution is then once more cooled to 0° C., and 0.2 ml of water and 0.4 ml of 1 N aqueous sodium hydroxide solution are added. The mixture is stirred at RT overnight. The precipitate formed is filtered off, and the filtrate is freed from the solvent using a rotary evaporator. The residue is used without further purification in the subsequent reaction.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US09095582B2uspto-grants-2015_08