HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Phenyl-1-pentyne → 4-(5-Phenyl-pent-1-ynyl)-benzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Phenyl-1-pentyne | HCID 74573 | — |
| Reactant | 4-(((4-Methylphenyl)sulfonyl)oxy)benzaldehyde | HCID 5125086 | — |
| Solvent | Dichloromethane heptane | HCID 21907733 | — |
| Product | 4-(5-Phenyl-pent-1-ynyl)-benzaldehyde | HCID 25221611 | — |
Reaction Steps
This product was prepared from toluene-4-sulfonic acid 4-formyl-phenyl ester and pent-4-ynyl-benzene following the general procedure for the Sonogashira cross-coupling process described above. Chromatography eluent: heptane/DCM 1:1; yield (100 mg, 58%); 1H NMR δ (CDCl3): 9.98 (s, 1H), 8.02 (d, J=8.61 Hz, 2H), 7.81 (d, J=8.63 Hz, 2H), 7.57-7.47 (m, 4H), 2.79 (t, J=7.18 Hz, 2H), 2.48 (t, J=7.17 Hz, 2H), 1.93 (p, J=7.23 Hz, 2H); LCMS m/z: 248.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08487109B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-0323670541304f0ebe3d3477f0cdafa5 |
| Source note | uspto-grants-2013_07 |