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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 451261Generated: October 26, 2026

4-Ethynyl-1,2-dimethoxybenzene → 1-[-4-(3,4-Dimethoxy-phenylethynyl)-3-methoxy-phenyl]-ethanone

https://huagongshe.com/reaction/451261

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Ethynyl-1,2-dimethoxybenzeneHCID 3616421—
ReactantToluene-4-sulfonic acid 4-acetyl-2-methoxy-phenyl esterHCID 29800848—
SolventDichloromethaneHCID 6344—
Product1-[-4-(3,4-Dimethoxy-phenylethynyl)-3-methoxy-phenyl]-ethanoneHCID 25221608—

Reaction Steps

This product was prepared from toluene-4-sulfonic acid 4-acetyl-2-methoxy-phenyl ester and 4-ethynyl-1,2-dimethoxy-benzene following the general procedure for the Sonogashira cross-coupling process described above. Chromatography eluent: DCM; yield (120 mg, 77%); 1H NMR δ (CDCl3): 7.55 (d, J=8.26 Hz, 1H), 7.53-7.48 (m, 2H), 7.18 (dd, J=8.25 Hz, J=2.30 Hz, 1H), 7.07 (m, 1H), 6.84 (d, J=8.24 Hz, 1H), 3.98 (s, 3H), 3.91 (s, 6H), 2.61 (s, 3H); LCMS m/z: 310.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08487109B2
Source datasetuspto-grants-2013_07
ORD IDord-c15fbbde3b304818bbe571bb3cd6bbf2
Source noteuspto-grants-2013_07