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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 553868Generated: October 31, 2026

Hydrochloric Acid → HCID 67461671, compound

https://huagongshe.com/reaction/553868

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant4-MethoxypyridineHCID 69278—
ReactantPropanoyl chloride, 3-bromo-HCID 84944—
ReactantHCID 178418676HCID 178418676—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67461671HCID 67461671—

Reaction Conditions

Temperature-20 °C

Reaction Steps

To a solution of 4-methoxypyridine (3.0 g) in tetrahydrofuran (50 mL), 4-fluorophenylmagnesium bromide (1 M solution in tetrahydrofuran; 27.5 mL) was added dropwise at −40° C. to −20° C. over 10 minutes. To this solution, 3-bromopropionyl chloride (2.77 mL) was added dropwise at −40° C. to −20° C., and the reaction solution was stirred at −20° C. for 30 minutes. The reaction solution was poured into a 10% hydrochloric acid solution, and the mixture was stirred for 20 minutes, followed by extraction with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (heptane-ethyl acetate system) to obtain 2.9 g of the title compound. The property values of the compound are as follows.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08048878B2
Source datasetuspto-grants-2011_11
ORD IDord-f38707e52b274bd794bc79fa80e12258
Source noteuspto-grants-2011_11