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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 451278Generated: October 27, 2026

5-Hexynenitrile → 4-(5-Cyano-pent-1-ynyl)-3-methoxy-benzonitrile

https://huagongshe.com/reaction/451278

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-HexynenitrileHCID 139852—
ReactantBenzenesulfonic acid 4-cyano-2-methoxy-phenyl esterHCID 24235536—
SolventEthylacetate heptaneHCID 21899848—
Product4-(5-Cyano-pent-1-ynyl)-3-methoxy-benzonitrileHCID 25221831—

Reaction Steps

This product was prepared from benzenesulfonic acid 4-cyano-2-methoxy-phenyl ester and 5-hexynenitrile following the general procedure for the Sonogashira cross-coupling process described above. Chromatography eluent: heptane/EtOAc 8:2; yield (70 mg, 62%); 1H NMR δ (CDCl3): 7.52 (d, J=8.34 Hz, 1H), 7.21 (d, J=8.22 Hz, 1H), 7.11 (s, 1H), 3.81 (s, 3H), 2.69 (t, J=7.25 Hz, 2H), 2.58 (t, J=7.22 Hz, 2H), 1.99 (p, J=7.12 Hz, 2H); LCMS m/z: 224.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08487109B2
Source datasetuspto-grants-2013_07
ORD IDord-0b998119744943cb85e97391c0708c6c
Source noteuspto-grants-2013_07