Hydrochloric Acid → HCID 15631696, Verbindung

HRID 1721931Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1721931
[Cl:1][C:2]1[C:14]([Cl:15])=[C:13]([C:16]([C:18]2[N:22](COCC)[N:21]=[CH:20][CH:19]=2)=[O:17])[CH:12]=[CH:11][C:3]=1[O:4][CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7].Cl.C(=O)(O)[O-].[Na+]>C(O)C>[Cl:1][C:2]1[C:14]([Cl:15])=[C:13]([C:16]([C:18]2[NH:22][N:21]=[CH:20][CH:19]=2)=[O:17])[CH:12]=[CH:11][C:3]=1[O:4][CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 14622775HCID 14622775, Verbindung

Produkt 1

HCID 15631696HCID 15631696, VerbindungAusbeute 61,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

1.03 g of ethyl [2,3-dichloro-4-(1-ethoxymethyl-5-pyrazolylcarbonyl)phenoxy]acetate are dissolved in 25 ml of ethanol, and 6 ml of concentrated hydrochloric acid are added thereto. The mixture is stirred at 60°-65° C. for 3.5 hours. The reaction mixture is cooled, adjusted to pH 8-9 by addition of an aqueous saturated sodium bicarbonate solution under ice-cooling, and then extracted with ethyl acetate. The extract is washed successively with an aqueous saturated sodium bicarbonate solution and water, dried and evaporated to remove solvent. The residue is purified by silica gel column chromatography (solvent; benzene-ethyl acetate) and crystallized with a mixture of benzene and chloroform to give 0.54 g of ethyl [2,3-dichloro-4-(5-pyrazolylcarbonyl)phenoxy]acetate.

Aufarbeitung

  1. temperatureThe reaction mixture is cooled
  2. temperaturecooling
  3. extractionextracted with ethyl acetate
  4. washThe extract is washed successively with an aqueous saturated sodium bicarbonate solution and water
  5. customdried
  6. customevaporated
  7. customto remove solvent
  8. customThe residue is purified by silica gel column chromatography (solvent; benzene-ethyl acetate)
  9. customcrystallized with a mixture of benzene and chloroform

Quellen und Nachweise

ORD-Eintrag
ord-0baeb73ce5994df59d74fe1dfd42c0f6
Quelldatensatz
uspto-grants-1989_08
Patentnummer
US04853404

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