反応 #595340

ord-1416c1ca9a0c43d886b805592fc7c512

反応方程式

[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

溶媒

反応条件

温度
0°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  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
    その他The precipitate formed
  4. 4
    ろ過is filtered off
  5. 5
    その他a rotary evaporator
  6. 6
    その他The residue is used without further purification in the subsequent reaction

実験手順

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.

出典

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