Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 433024Generated: November 2, 2026

Hydrochloric Acid → (1E)-1-(2,4-Difluorophenyl)-1,2-propanedione 1-oxime

https://huagongshe.com/reaction/433024

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantIsoamyl NitriteHCID 8053—
Reactant2,4-DifluorophenylacetoneHCID 2734881—
SolventMethylcyclohexaneHCID 7962—
Product(1E)-1-(2,4-Difluorophenyl)-1,2-propanedione 1-oximeHCID 1876090592.2%

Reaction Conditions

Temperature32.5 °C

Reaction Steps

A solution of 140.2 g (0.80 mol) of 1-(2,4-difluoro-phenyl)-propane-2-one in 550 g of methylcyclohexane is warmed up to 30-35° C. Over a period of 2 hours 96.6 g (0.80 mol) of isoamyl nitrite is added while a slow stream of dry hydrogen chloride is fed subsurface into the reactor. Following the end of the addition the batch is stirred for 15 minutes at 30-35° C. before the suspension is cooled to 0° C. The product is isolated by filtration and the filter cake is washed with 150 g of methylcyclohexane at 0° C.: 146.9 g of (E)-1-(2,4-difluoro-phenyl)-propane-1,2-dione 1-oxime (mp. 133-135° C.) are obtained in 89.5% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06664422B1
Source datasetuspto-grants-2003_12
ORD IDord-db08a7cce8b74e5d88a3d99ebc1bcc34
Source noteuspto-grants-2003_12