HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Ethynyl-1,2-dimethoxybenzene → 1-[-4-(3,4-Dimethoxy-phenylethynyl)-3-methoxy-phenyl]-ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Ethynyl-1,2-dimethoxybenzene | HCID 3616421 | — |
| Reactant | Toluene-4-sulfonic acid 4-acetyl-2-methoxy-phenyl ester | HCID 29800848 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-[-4-(3,4-Dimethoxy-phenylethynyl)-3-methoxy-phenyl]-ethanone | HCID 25221608 | — |
Reaction Steps
This product was prepared from toluene-4-sulfonic acid 4-acetyl-2-methoxy-phenyl ester and 4-ethynyl-1,2-dimethoxy-benzene following the general procedure for the Sonogashira cross-coupling process described above. Chromatography eluent: DCM; yield (120 mg, 77%); 1H NMR δ (CDCl3): 7.55 (d, J=8.26 Hz, 1H), 7.53-7.48 (m, 2H), 7.18 (dd, J=8.25 Hz, J=2.30 Hz, 1H), 7.07 (m, 1H), 6.84 (d, J=8.24 Hz, 1H), 3.98 (s, 3H), 3.91 (s, 6H), 2.61 (s, 3H); LCMS m/z: 310.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08487109B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-c15fbbde3b304818bbe571bb3cd6bbf2 |
| Source note | uspto-grants-2013_07 |