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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 451268Generated: October 30, 2026

1-Octyne → 4-hex-1-ynylbenzonitrile

https://huagongshe.com/reaction/451268

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-OctyneHCID 12370—
ReactantBenzonitrile, 4-[[(4-methylphenyl)sulfonyl]oxy]-HCID 11482693—
SolventEthylacetate heptaneHCID 21899848—
Product4-hex-1-ynylbenzonitrileHCID 2779360—

Reaction Steps

This product was prepared from toluene-4-sulfonic acid 4-cyano-phenyl ester and 1-octyne following the general procedure for the Sonogashira cross-coupling process described above. Chromatography eluent: heptane/EtOAc 9:1; yield (100 mg, 95%); 1H NMR δ (CDCl3): 7.56 (d, J=8.61 Hz, 2H), 7.46 (d, J=8.62 Hz, 2H), 2.43 (t, J=7.44 Hz, 2H), 1.6 (p, J=7.37 Hz, 2H), 1.5-1.4 (m, 2H), 1.38-1.26 (m, 4H), 0.92 (t, J=7.36 Hz, 3H); LCMS m/z: 211.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08487109B2
Source datasetuspto-grants-2013_07
ORD IDord-c9830f780daf4656896f155706249630
Source noteuspto-grants-2013_07