Triethylamine → HCID 21930317, Verbindung

Temperatur

4 °C

4-Trifluoromethylaniline (19.39 g, 120.3 mmol) and triethylamine (13.4 g ,132 mmol) was added to 400 ml of anhydrous dichloromethane in a 1-liter round bottomed flask. This stirred solution was cooled to 4° C. using an ice water bath. 3-tert-Butyl-1-methyl-1H-pyrazole-5-carbonyl chloride 26.57 g (132 mmol) was added drop wise to this cooled solution. The reaction mixture was allowed to warm to room temperature and then was stirred at ambient temperature for 18 hours. The reaction mixture was then placed in an extraction funnel and then extracted first with 400 ml of 1N HCl and subsequently with 300 ml of water. The extraction with water was repeated. The organic layer was then stirred in a 2 liter Erlenmeyer flask and 500 ml of hexane added. The mixture was stirred for 2 hours and provided a precipitate which was collected by filtration on a Buchner funnel. The white solid was then dried in vacuum oven at 40° C. for 24 hours to give 20.63 g of pure product (52% yield). 1H NMR (400 MHz CDCl3) δ: 7.85 (s 1H) 7.74 (s 2H) 7.62 (d 1H) 6.53 (s 1H) 4.16 (s 3H) 1.33 (s 9H). MS: m/z 324.2 (M−1)

1. temperatureto warm to room temperature
2. customThe reaction mixture was then placed in an extraction funnel
3. extractionextracted first with 400 ml of 1N HCl and subsequently with 300 ml of water
4. extractionThe extraction with water
5. stirringThe organic layer was then stirred in a 2 liter Erlenmeyer flask and 500 ml of hexane
6. additionadded
7. stirringThe mixture was stirred for 2 hours
8. customprovided a precipitate which
9. filtrationwas collected by filtration on a Buchner funnel
10. customThe white solid was then dried in vacuum oven at 40° C. for 24 hours

ORD-Eintrag

ord-893c8256d5804461b6313ae787cd7206

Quelldatensatz

uspto-grants-2006_10

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07119120B2