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Potassium Carbonate → Ethyl 3,4,5-tribromo-alpha-butylpyrazole-1-acetate

HRID 372195
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 372195
[Br:1][C:2]1[C:6]([Br:7])=[C:5]([Br:8])[NH:4][N:3]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH:16]([CH2:22][CH2:23][CH2:24][CH3:25])[C:17]([O:19][CH2:20][CH3:21])=[O:18]>CC(C)=O>[Br:1][C:2]1[C:6]([Br:7])=[C:5]([Br:8])[N:4]([CH:16]([CH2:22][CH2:23][CH2:24][CH3:25])[C:17]([O:19][CH2:20][CH3:21])=[O:18])[N:3]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 79072Ethyl 2-bromohexanoateHCID 6276743,4,5-tribromo-1H-pyrazole

Produkt 1

HCID 20328047Ethyl 3,4,5-tribromo-alpha-butylpyrazole-1-acetateAusbeute 92 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A quantity (30.4 g., 0.1 mole) of 3,4,5-tribromopyrazole was dissolved in 500 ml. acetone and 27.6 g. (0.2 mole) solid anhydrous potassium carbonate was added. The mixture was heated at the reflux temperature with stirring for 10 minutes and after cooling 23.0 g. (0.11 mole) ethyl 2-bromohexanoate was added. This reaction mixture was heated at the reflux temperature for 11/2 hrs., cooled, and then filtered. The solids on the filter were washed with acetone and the combined acetone filtrate and acetone washes were evaporated to dryness under reduced pressure. Distillation of the residue yielded ethyl 3,4,5-tribromo-α-butylpyrazole-1-acetate, 41.0 g. (92% yield), having a boiling point at 138° to 140° C. at 0.15 mm. mercury pressure.

Aufarbeitung

  1. temperatureThe mixture was heated at the reflux temperature
  2. temperatureafter cooling 23.0 g
  3. temperatureThis reaction mixture was heated at the reflux temperature for 11/2 hrs
  4. temperature, cooled
  5. filtrationfiltered
  6. washThe solids on the filter were washed with acetone
  7. customthe combined acetone filtrate and acetone washes were evaporated to dryness under reduced pressure
  8. distillationDistillation of the residue

Quellen und Nachweise

ORD-Eintrag
ord-7428e029225e48c886eb12fe5c40d1a3
Quelldatensatz
uspto-grants-1978_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04089672

Notizen zur Reaktion

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