Water → Ethyl 1-(3-cyano-4-hydroxyphenyl)pyrazole-4-carboxylate

HRID 850065Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 850065
[C:1]([C:3]1[CH:4]=[C:5]([N:11]2[CH:15]=[C:14]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH:13]=[N:12]2)[CH:6]=[CH:7][C:8]=1[O:9]C)#[N:2].[Cl-].[Al+3].[Cl-].[Cl-].O>ClC(Cl)C>[C:1]([C:3]1[CH:4]=[C:5]([N:11]2[CH:15]=[C:14]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH:13]=[N:12]2)[CH:6]=[CH:7][C:8]=1[OH:9])#[N:2]

Komponenten

5

Edukt 3

HCID 962WaterHCID 6451240Aluminum(III) ChlorideHCID 19366041Ethyl 1-(3-cyano-4-methoxyphenyl)pyrazole-4-carboxylate

Produkt 1

HCID 15407383Ethyl 1-(3-cyano-4-hydroxyphenyl)pyrazole-4-carboxylateAusbeute 84,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 63651,1-DichloroethaneLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

To a solution (280 ml) of ethyl 1-(3-cyano-4-methoxyphenyl)pyrazole-4-carboxylate (28 g) in dichloroethane was added aluminum chloride (47.6 g with stirring, and the mixture was heated at 70° C. for 4 hours. After the completion of the reaction, the reaction mixture was poured into water, extracted with ethyl acetate, washed with water and dried over magnesium sulfate. The solvent was evaporated under reduced pressure and the obtained residue was recrystallized from ethyl acetate to give 22.5 g of ethyl 1-(3-cyano-4-hydroxyphenyl)pyrazole-4-carboxylate, melting point 233-234° C. ##STR19##

Aufarbeitung

  1. customAfter the completion of the reaction
  2. extractionextracted with ethyl acetate
  3. washwashed with water
  4. dry with materialdried over magnesium sulfate
  5. customThe solvent was evaporated under reduced pressure
  6. customthe obtained residue was recrystallized from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-a4eebd45252244e5891ad6b4c86300ff
Quelldatensatz
uspto-grants-2000_01
Patentnummer
US06015829

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