Ethanol → ethyl 5-chloro-3-(trifluoromethyl)-1H-pyrazole-1-acetate

To a mixture of ethyl hydrazinoacetate hydrochloride (2.8 g, 18.1 mmol) and triethylamine (9.2 g, 91 mmol) in a solution of ethanol (20 mL) and N,N-dimethylformamide (1 mL), a solution of crude 4,4-dichloro-1,1,1-trifluoro-3-buten-2-one in dichloromethane (20 mL) was added dropwise while keeping the temperature of the reaction mixture below 10° C. After stirring a further 2 h at below 10° C., the reaction mixture was concentrated under reduced pressure. The residue was diluted with diethyl ether, and the mixture was filtered. The resulting filtrate was concentrated to give 4.34 g of the title compound as a solid. This compound was of sufficient purity to use in subsequent reactions.

1. customthe temperature of the reaction mixture below 10° C
2. concentrationthe reaction mixture was concentrated under reduced pressure
3. additionThe residue was diluted with diethyl ether
4. filtrationthe mixture was filtered
5. concentrationThe resulting filtrate was concentrated

ORD record

ord-9d18f8d6da01497e983e42db3e9c1450

Source dataset

uspto-grants-2013_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08449898B2