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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2097481Generated: October 30, 2026

Hydrochloric Acid → HCID 66602702, compound

https://huagongshe.com/reaction/2097481

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantN,N-DiethylanilineHCID 7061—
ReactantHCID 86627035HCID 86627035—
SolventWaterHCID 962—
ProductHCID 66602702HCID 6660270263%

Reaction Conditions

Temperature200 °C

Reaction Steps

To 545 mg (1.7 mmol) of 4-bromo-2-(1-cyclopropyl-2-propynyloxy)-1-difluoromethoxybenzene obtained in Reference example 14-(b) was added 5 ml of N,N-diethylaniline, and the mixture was stirred at 200° C. for 2 hours. After completion of the reaction, water was added to the reaction mixture, and then, a pH of the mixture was adjusted to 1 with conc. hydrochloric acid, and the mixture was extracted with diethyl ether. The organic layer after separation was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The obtained residue was applied to silica gel column chromatography (Eluent; hexane:ethyl acetate=9:1 (V/V)), and the fractions containing the desired compound were concentrated under reduced pressure to obtain 339 mg of the title compound as yellowish liquid. (Yield: 63%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450319B2
Source datasetuspto-grants-2013_05
ORD IDord-3b5858ecef7b445da3f1a5ff7e091e44
Source noteuspto-grants-2013_05