HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Hexynenitrile → 4-(5-Cyano-pent-1-ynyl)-3-methoxy-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Hexynenitrile | HCID 139852 | — |
| Reactant | Benzenesulfonic acid 4-cyano-2-methoxy-phenyl ester | HCID 24235536 | — |
| Solvent | Ethylacetate heptane | HCID 21899848 | — |
| Product | 4-(5-Cyano-pent-1-ynyl)-3-methoxy-benzonitrile | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08487109B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-0b998119744943cb85e97391c0708c6c |
| Source note | uspto-grants-2013_07 |