HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Ethynylcyclohexene → N-(2-Cyclohex-1-enylethynyl-phenyl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Ethynylcyclohexene | HCID 79128 | — |
| Reactant | N-Acetyl-O-p-toluenesulfonyl-2-aminophenol | HCID 572553 | — |
| Solvent | Ethylacetate heptane | HCID 21899848 | — |
| Product | N-(2-Cyclohex-1-enylethynyl-phenyl)acetamide | HCID 25221492 | — |
Reaction Steps
This product was prepared from toluene-4-sulfonic acid 2-acetylamino-phenyl ester and 1-ethynyl-cyclohexene following the general procedure for the Sonogashira cross-coupling process described above. Chromatography eluent: heptane/EtOAc 9:1; yield (115 mg, 96%); 1H NMR δ (CDCl3): 8.39 (d, J=8.53 Hz, 1H), 7.9 (br s, 1H), 7.37 (dm, 1H), 7.31-7.23 (m, 1H), 7.02 (t, J=7.22 Hz, 1H), 6.25 (m, 1H), 2.32-2.12 (m, 7H), 1.76-1.6 (m, 4H); LCMS m/z: 239.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08487109B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-b59f2bbd24a64baa88d6478de23d9e44 |
| Source note | uspto-grants-2013_07 |