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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 451262Generated: October 25, 2026

5-Phenyl-1-pentyne → 1-(5-Phenyl-pent-1-ynyl)-3-trifluoromethyl-benzene

https://huagongshe.com/reaction/451262

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Phenyl-1-pentyneHCID 74573—
Reactant1-(Tosyloxy)-3-(trifluoromethyl)benzeneHCID 11243986—
SolventHeptaneHCID 8900—
Product1-(5-Phenyl-pent-1-ynyl)-3-trifluoromethyl-benzeneHCID 25221609—

Reaction Steps

This product was prepared from toluene-4-sulfonic acid 3-trifluoromethyl-phenyl ester and pent-4-ynyl-benzene following the general procedure for the Sonogashira cross-coupling process described above. Chromatography eluent: heptane; yield (140 mg, 97%); 1H NMR δ (CDCl3): 7.66 (s, 1H), 7.61-7.7.49 (m, 2H), 7.46-7.36 (m, 1H), 7.35-7.16 (m, 5H), 2.79 (t, J=7.15 Hz, 2H), 2.43 (t, J=7.20 Hz, 2H), 1.93 (p, J=7.11 Hz, 2H); LCMS m/z: 288.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08487109B2
Source datasetuspto-grants-2013_07
ORD IDord-d565f91a5ef44e25ae2698ce2bedb337
Source noteuspto-grants-2013_07