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Water → (3,5-dichloro-1-ethyl-1H-pyrazol-4-yl)methanol

HRID 1292805
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1292805
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl:7][C:8]1[C:12]([C:13](OCC)=[O:14])=[C:11]([Cl:18])[N:10]([CH2:19][CH3:20])[N:9]=1.C(OCC)(=O)C.O>O1CCCC1>[Cl:7][C:8]1[C:12]([CH2:13][OH:14])=[C:11]([Cl:18])[N:10]([CH2:19][CH3:20])[N:9]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 17862921ethyl 3,5-dichloro-1-ethyl-1H-pyrazole-4-carboxylateHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 17862862(3,5-dichloro-1-ethyl-1H-pyrazol-4-yl)methanolAusbeute 100,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028
Tetrahydrofuran
Lösungsmittel
2×

Reaktionsbedingungen

Temperatur
-50 °C

Versuchsvorschrift

A solution of 0.16 g (4.2 mmoles) of lithium aluminum hydride dissolved in 70 ml of tetrahydrofuran was cooled to −50° C. Thereto was gradually added dropwise a solution of 1.0 g (4.2 mmoles) of ethyl 3,5-dichloro-1-ethyl-1H-pyrazole-4-carboxylate dissolved in 30 ml of tetrahydrofuran. The mixture was stirred at −50° C. for 3 hours to give rise to a reaction. After confirmation of the completion of the reaction, ethyl acetate was added, followed by stirring for a while. Water was added, followed by stirring for a while. The resulting mixture was filtered under vacuum. The filtrate was extracted with ethyl acetate. The resulting organic layer was washed with water and an aqueous sodium chloride solution and then dried over anhydrous magnesium sulfate. The resulting solution was subjected to vacuum distillation to remove the solvent contained therein, to obtain 0.82 g (yield: 100%) of (3,5-dichloro-1-ethyl-1H-pyrazol-4-yl)methanol as a brown oily substance.

Aufarbeitung

  1. customto give rise
  2. customto a reaction
  3. additionwas added
  4. stirringby stirring for a while
  5. stirringby stirring for a while
  6. filtrationThe resulting mixture was filtered under vacuum
  7. extractionThe filtrate was extracted with ethyl acetate
  8. washThe resulting organic layer was washed with water
  9. dry with materialan aqueous sodium chloride solution and then dried over anhydrous magnesium sulfate
  10. distillationThe resulting solution was subjected to vacuum distillation
  11. customto remove the solvent

Quellen und Nachweise

ORD-Eintrag
ord-f9544941acb644cbaebd73306b3a4dd4
Quelldatensatz
uspto-grants-2007_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07238689B2

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