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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 748746Generated: October 29, 2026

Tetrahydrofuran → HCID 23114721, compound

https://huagongshe.com/reaction/748746

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant2-BromothiazoleHCID 76430—
Reactant2,5-DifluorobenzaldehydeHCID 137663—
ReactantButyllithiumHCID 178418339—
SolventHexaneHCID 8058—
ProductHCID 23114721HCID 23114721—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a tetrahydrofuran (10 ml) solution of 2-bromothiazole (180 μg, 2 mmol) was added dropwise a hexane solution of n-butyl lithium (1.57M, 1.40 ml, 2.2 mmol) at −78° C. After stirring for 10 minutes, 2,5-difluorobenzaldehyde (238 μl, 2.2 mmol) was added and while stirring, the temperature of the mixture was gradually raised to 0° C. The reaction was then quenched by the addition of an aqueous solution of ammonium chloride, followed by the addition of ether. The ether layer was washed with water and brine, and then, dried over anhydrous magnesium sulfate. After filtration, the filtrate was concentrated under reduced pressure. The residue was purified by silica gel chromatography (hexane:ethyl acetate=1:1), whereby the title compound (358 mg, 79%) was obtained as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07399775B2
Source datasetuspto-grants-2008_07
ORD IDord-7172846204f74561af14a103250dad73
Source noteuspto-grants-2008_07