Reaktion #595340

ord-1416c1ca9a0c43d886b805592fc7c512

Reaktionsgleichung

[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

Lösungsmittel

Reaktionsbedingungen

Temperatur
0°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

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

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09095582B2uspto-grants-2015_08