Ethyl bromoacetate → ethyl 5-ethyl-3-(trifluoromethyl)-1H-pyrazole-1-acetate

HRID 2043754Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2043754
[CH2:1]([C:3]1[NH:7][N:6]=[C:5]([C:8]([F:11])([F:10])[F:9])[CH:4]=1)[CH3:2].C(=O)([O-])[O-].[K+].[K+].Br[CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21]>CN(C)C=O>[CH2:1]([C:3]1[N:7]([CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])[N:6]=[C:5]([C:8]([F:10])([F:11])[F:9])[CH:4]=1)[CH3:2]

Komponenten

5

Edukt 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 230062095-ethyl-3-(trifluoromethyl)-1H-pyrazole2×

Produkt 1

HCID 67464244ethyl 5-ethyl-3-(trifluoromethyl)-1H-pyrazole-1-acetateAusbeute 63 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 5-ethyl-3-(trifluoromethyl)-1H-pyrazole (1.39 g, 8.5 mmol) (i.e. the product of Example 16, Step A) in N,N-dimethylformamide (10 mL) was added potassium carbonate (2.3 g) and ethyl bromoacetate (1.4 mL, 12.6 mmol). The reaction mixture was stirred at room temperature overnight. The resulting solids were filtered off and the filtrate was diluted with ethyl acetate, washed with water and dried over MgSO4. The resulting solution was concentrated under reduced pressure to give 1.34 g of the title compound. This compound was of sufficient purity to use in subsequent reactions.

Aufarbeitung

  1. filtrationThe resulting solids were filtered off
  2. additionthe filtrate was diluted with ethyl acetate
  3. washwashed with water
  4. dry with materialdried over MgSO4
  5. concentrationThe resulting solution was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-9080a836df1240f8a3ceff46ce2c9b6b
Quelldatensatz
uspto-grants-2013_11
Patentnummer
US08586611B2

Notizen zur Reaktion

Wird geladen…