Methylhydrazine → 5-Fluoro-1-methyl-3-pentafluoroethyl-4-trifluoromethyl-1H-pyrazole

Temperatur

0 °C

In a 21 3-kneck flask equipped with condenser, thermometer, and a dropping funnel 1300 ml methylene chloride and perfluoro-2-methyl-2-pentene (197 g, 0.65 mol) was placed, and then 117 ml water were added. The mixture was cooled to −0° C. and Et3N (164 g, 1.62 mol) was added at a temperature ranging from −5° to 5° C. The mixture was stirred at this temperature for 15 min and a solution of 75 ml N-methylhydrazine in water (40% w.w.) was slowly added to this mixture at 5° C. within 2 h. The reaction mixture was stirred for 15-20 h at 20° C. The mixture was washed with water, the organic layer was dried over Na2SO4 and the solvent was distilled off under atmospheric pressure. The crude product was purified via vacuum distillation. The yield of N-Methyl-3-pentafluoroethyl-4-trifluoromethyl-5-fluoro-1H-pyrazole was 158 g (85% yield). Boiling point 62-67° C. at 15-20 mbar.

1. customIn a 21 3-kneck flask equipped with condenser
2. customranging from −5° to 5° C
3. stirringThe reaction mixture was stirred for 15-20 h at 20° C
4. washThe mixture was washed with water
5. dry with materialthe organic layer was dried over Na2SO4
6. distillationthe solvent was distilled off under atmospheric pressure
7. distillationThe crude product was purified via vacuum distillation

ORD-Eintrag

ord-5dcbc15387f34b1694196be3322e1feb

Quelldatensatz

uspto-grants-2016_04

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09302994B2