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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 474691Generated: October 29, 2026

HCID 86666216, compound → HCID 67776822, compound

https://huagongshe.com/reaction/474691

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 86666216HCID 86666216—
ReactantButyllithiumHCID 178418339—
CatalystMethyltriphenyliphosphonium bromideHCID 74505—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67776822HCID 6777682243.1%

Reaction Steps

To a suspension of methyltriphenylphosphonium bromide (3.9 g, 10.92 mmol) in dry THF (20 mL) was added n-butyllithium (6.8 mL, 10.88 mmol) dropwise at −78° C. for 0.5 h, the mixture was stirred for 1 h, and then was added a solution of 4-(4-chloro-3-(trifluoromethoxy)phenoxy)benzaldehyde (2.8 g, 8.84 mmol) in THF (5 mL). The reaction was warmed slowly to room temperature, stirred for overnight, and quenched with water. The aqueous layer was extracted with DCM. The organic phase was dried with anhydrous Na2SO4, concentrated and purified via flash chromatography to afford the title compound (1.2 g, 3.81 mmol, 43.1% yield). LCMS: rt=4.42 min, [M+H+]=315

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637536B2
Source datasetuspto-grants-2014_01
ORD IDord-85040bb1eec24052a39ade24a6f223ec
Source noteuspto-grants-2014_01