HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Octyne → 4-hex-1-ynylbenzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Octyne | HCID 12370 | — |
| Reactant | Benzonitrile, 4-[[(4-methylphenyl)sulfonyl]oxy]- | HCID 11482693 | — |
| Solvent | Ethylacetate heptane | HCID 21899848 | — |
| Product | 4-hex-1-ynylbenzonitrile | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08487109B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-c9830f780daf4656896f155706249630 |
| Source note | uspto-grants-2013_07 |