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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1771131Generated: November 4, 2026

Hydrochloric Acid → HCID 54764462, compound

https://huagongshe.com/reaction/1771131

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1-Bromo-2,4,5-trifluorobenzeneHCID 67597—
Reactant(+)-EpichlorohydrinHCID 149428—
ReactantHCID 178418918HCID 178418918—
CatalystCopper iodideHCID 83717—
SolventTetrahydrofuranHCID 8028—
ProductHCID 54764462HCID 54764462—

Reaction Conditions

Temperature2.5 °C

Reaction Steps

84.4 g of 1-bromo-2,4,5-trifluorobenzene and 42.1 mL of tetrahydrofuran were added to 250 mL flask, and the resulting reaction solution was cooled to −15-20° C. Under nitrogen atmosphere, 20 mL of isopropylmagnesium chloride [2.0 M tetrahydrofuran solution] was dropped to the reaction solution, and stirred at 0-5° C. for 2 hours to produce Grinard reagent. 31.6 mL of (S)-epichlorohydrin and 42.1 mL of tetrahydrofuran were added to another 250 mL flask; the resulting reaction solution was cooled to −15-−20° C.; and then 7.6 g of copper iodide was added thereto. 42.1 mL of the Grinard reagent produced under nitrogen atmosphere was dropped, and stirred for 3 hours while the reaction temperature was maintained at −15-−20° C. 297 mL of 2 N hydrochloric acid aqueous solution that was cooled at 0-5° C. was dropped to the reaction solution, and then extracted with 297 mL of isopropylether. An organic layer was dehydrated with sodium sulfate, and then concentrated under reduced pressure to obtain 89.8 g of a title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249109B2
Source datasetuspto-grants-2016_02
ORD IDord-a22620c3812a490c9c65b8a5c8c6fd98
Source noteuspto-grants-2016_02