반응 #595346

ord-a7fa4604d7d7428d90a722e1774742b3

반응 방정식

[Al+3].[H-].[H-].[H-].[H-].[Li+]
lithium aluminum hydride
COC(=O)c1ncoc1-c1ccc(Cl)cc1
compound
COC(=O)c1ncoc1-c1ccc(Cl)cc1
Methyl 5-(4-chlorophenyl)-1,3-oxazole-4-carboxylate
O
water
[Na+].[OH-]
sodium hydroxide
OCc1ncoc1-c1ccc(Cl)cc1
[5-(4-Chlorophenyl)-1,3-oxazol-4-yl]methanol

용매

반응 조건

온도
0°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    workup.ADDITIONAfter the addition
  2. 2
    온도the reaction solution is slowly warmed to RT
  3. 3
    workup.STIRRINGWith stirring
  4. 4
    온도the mixture is then heated
  5. 5
    온도at reflux for 2 h
  6. 6
    온도The mixture is then cooled again to 0° C.
  7. 7
    workup.STIRRINGthe mixture is stirred at RT for 3 h
  8. 8
    기타The precipitate formed
  9. 9
    여과is filtered off
  10. 10
    기타the filtrate is freed from the solvent on a rotary evaporator
  11. 11
    기타The residue is used without further purification in the subsequent reaction

실험 절차

166 mg (4.38 mmol) of lithium aluminum hydride are initially charged in 10 ml of dry THF and cooled to 0° C. A solution of 260 mg (1.09 mmol) of the compound from Example 37A in 10 ml of dry THF is added dropwise. After the addition has ended, the reaction solution is slowly warmed to RT and stirred at this temperature for 1 h. With stirring, the mixture is then heated at reflux for 2 h. The mixture is then cooled again to 0° C., 0.4 ml of water and 0.8 ml of 1 N aqueous sodium hydroxide solution are added carefully and the mixture is stirred at RT for 3 h. The precipitate formed is filtered off, and the filtrate is freed from the solvent on a rotary evaporator. The residue is used without further purification in the subsequent reaction.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US09095582B2uspto-grants-2015_08