HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Ethynylcyclohexene → 5-cyclohex-1-enylethynyl-1methyl-3-phenyl-1H-pyrazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Ethynylcyclohexene | HCID 79128 | — |
| Reactant | 1-methyl-3-phenyl-1H-pyrazol-5-yl 4-methylbenzene-1-sulfonate | HCID 86646617 | — |
| Solvent | Dichloromethane heptane | HCID 21907733 | — |
| Product | 5-cyclohex-1-enylethynyl-1methyl-3-phenyl-1H-pyrazole | HCID 25221947 | — |
Reaction Steps
This product was prepared from toluene-4-sulfonic acid 2-methyl-5-phenyl-2H-pyrazol-3-yl ester and 1-ethynyl-cyclohexene following the general procedure for the Sonogashira cross-coupling reaction described above. Chromatography eluent: heptane/DCM 1:1; yield (110 mg, 84%); 1H NMR δ (CDCl3): 7.78 (d, J=8.09 Hz, 2H), 7.42-7.33 (t, J=8.11 Hz, 2H), 7.32 (m, 1H), 6.62 (s, 1H), 6.31-6.27 (m, 1H), 3.94 (s, 3H), 2.14-2.22 (m, 4H), 1.58-1.73 (m, 4H); LCMS m/z: 246.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08420812B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-931308dad3e04c77963401d9bafdcf6c |
| Source note | uspto-grants-2013_04 |