HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Cyclohexenyl trifluoromethanesulfonate → 3-(Cyclohex-1-en-1-yl)thiophene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Cyclohexenyl trifluoromethanesulfonate | HCID 319440 | — |
| Reactant | Thiophene-3-boronic acid | HCID 581760 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Sodium Carbonate | HCID 10340 | — |
| Product | 3-(Cyclohex-1-en-1-yl)thiophene | HCID 12647472 | 91.3% |
Reaction Steps
3-Thiophene boronic acid (128 mg, 1.00 mmol), cyclohexenyl triflate (230.2 mg, 1.00 mmol) was dissolved in Et2O (4 mL) and 2M Na2CO3 (1 mL). The mixture was degassed and Pd(PPh3)4 (0.05 mmol) added. After stirring at room temperature for 4 h the mixture was filtered through celite, rinsed with Et2O, dried (Na2SO4) and subjected to column chromatography (silica, pentane) to yield 150 mg of a volatile liquid. GC-MS: M+=164.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08822548B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-a705f71dfea34badb6cc493f161878ee |
| Source note | uspto-grants-2014_09 |