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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 343947Generated: October 25, 2026

Lithium Chloride → 4-Cyano-2-(2-phenylethynyl)benzaldehyde

https://huagongshe.com/reaction/343947

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium ChlorideHCID 433294—
ReactantTris(furan-2-yl)phosphaneHCID 521585—
ReactantTributyl(2-phenylethynyl)stannaneHCID 630640—
ReactantHCID 54002071HCID 54002071—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product4-Cyano-2-(2-phenylethynyl)benzaldehydeHCID 54356802—

Reaction Steps

A mixture of 4-cyano-2-trifluoromethylsulphonyl-benzaldehyde (1.75 g, 6.3 mmol), tris(dibenzylidenacetone)dipalladium(o) (116 mg, 0.13 mmol), tris(2-furyl)phosphine (234 mg, 1.0 mmol) and anhydrous lithium chloride (0.8 g, 18.9 mmol) in dry N-methyl pyrrolidinone (18 ml) were reacted with (phenylethynyl)tri-n-butyltin (2.91 g, 7.4 mmol) for 3 hours at 50° C. and worked up following the procedure described in Example 15 (i). The crude oil was chromatographed on flash silica eluting with hexane-diethyl ether (4:1) to give 4-cyano-2-(2-phenylethynyl)benzaldehyde as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05863947
Source datasetuspto-grants-1999_01
ORD IDord-2fe22a9cfc544a6bbcdf55fe959a3660
Source noteuspto-grants-1999_01