Ethanol → Ethyl 3-(difluoromethyl)-1-(2-propenyl)-1H-pyrazole-4-carboxylate

Reaktionsgleichung

[OH-].[K+].[F:3][CH:4]([F:13])[C:5]1[C:9]([C:10]([OH:12])=[O:11])=[CH:8][NH:7][N:6]=1.[CH2:14](Br)[CH:15]=[CH2:16].[CH2:18](O)[CH3:19]>>[F:13][CH:4]([F:3])[C:5]1[C:9]([C:10]([O:12][CH2:18][CH3:19])=[O:11])=[CH:8][N:7]([CH2:14][CH:15]=[CH2:16])[N:6]=1

Komponenten

Edukt 4

HCID 702Ethanol2×

HCID 7841Allyl bromide

HCID 14797Potassium Hydroxide

HCID 178524804HCID 178524804, Verbindung

Produkt 1

HCID 19754742Ethyl 3-(difluoromethyl)-1-(2-propenyl)-1H-pyrazole-4-carboxylate

Versuchsvorschrift

To a solution of potassium hydroxide (3.5 g) in ethanol (50 mL) at 0° C. was added dropwise the ethyl ester of 3-(difluoromethyl)-1H-pyrazole-4-carboxylic acid (10.1 g) in ethanol (50 mL), followed by dropwise addition of allyl bromide (4.6 mL). The mixture was stirred overnight, partitioned between ether and 2N HCl. The ether layer was dried (MgSO4) and concentrated in vacuo leaving an oil (11.4 g). The oil was distilled (Kugelrohr 80-85 ° C., 0.3 mm) to give the isomer of the desired product as an oil (2.6 g). Distillation was continued (100-105 ° C., 0.3 mm) to give the desired compound as a clear colorless oil (8.0 g).