1-o-tolyl-1H-pyrazole synthesis
- Product Name:1-o-tolyl-1H-pyrazole
- CAS Number:20157-44-2
- Molecular formula:C10H10N2
- Molecular Weight:158.2
288-13-1
95-46-5
20157-44-2
GENERAL METHOD: 2-Bromotoluene (1.0 mmol), pyrazole (1.5 mmol), LiOH (2.0 mmol), TBAB (0.2 mmol), activated Cu (0.1 mmol), and 2 mL H2O were added to a 10 mL flask. The mixture was heated in an oil bath at 120°C. After the reaction was completed, the mixture was cooled to room temperature and the product was extracted with ethyl acetate (10 mL × 3). The organic phases were combined, washed with brine (15 mL), dried over MgSO4, and concentrated under reduced pressure. Purification by silica gel column chromatography (petroleum ether/ethyl acetate, 5:1) afforded 1-o-tolyl-1H-pyrazole (colorless liquid, 88% yield).
Yield:20157-44-2 94%
Reaction Conditions:
with caesium carbonate;copper(I) oxide in acetonitrile at 82; for 70 h;
References:
Cristau, Henri-Jean;Cellier, Pascal P.;Spindler, Jean-Francis;Taillefer, Marc [European Journal of Organic Chemistry,2004,# 4,p. 695 - 709]
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