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Ethanol → Ethyl 1H-pyrazole-3-carboxylate

HRID 79338
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 79338
[NH:1]1[C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=[N:2]1.S(=O)(=O)(O)O.[CH3:14][CH2:15]O>>[NH:1]1[C:5]([C:6]([O:8][CH2:14][CH3:15])=[O:7])=[CH:4][CH:3]=[N:2]1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 5743101H-Pyrazole-5-carboxylic acid

Produkt 1

HCID 7147518Ethyl 1H-pyrazole-3-carboxylate

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To 1H-pyrazole-5-carboxylic acid (8.21 g, 73.2 mmol) in EtOH (100 mL) was added concentrated sulfuric acid (21.6 g, 220 mmol). The reaction mixture was heated to 80° C. for 16 hours. The mixture was cooled to ambient temperature and concentrated under reduced pressure. The residue was diluted with EtOAc (200 mL) and 2N NaOH aqueous solution was added until pH=8. The phases were separated and the organic phase was washed with saturated NaHCO3 aqueous solution (50 mL) and brine (20 mL), dried (Na2SO4), and concentrated to give the product (6.36 g).

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Aufarbeitung

  1. temperatureThe mixture was cooled to ambient temperature
  2. concentrationconcentrated under reduced pressure
  3. additionThe residue was diluted with EtOAc (200 mL) and 2N NaOH aqueous solution
  4. additionwas added until pH=8
  5. customThe phases were separated
  6. washthe organic phase was washed with saturated NaHCO3 aqueous solution (50 mL) and brine (20 mL)
  7. dry with materialdried (Na2SO4)
  8. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-8c90ee69889d441dad802834e733ce69
Quelldatensatz
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08841455B2

Notizen zur Reaktion

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