Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 6-Bromo-benzo[b]thiophene | HCID 12744400 | — |
| Reactant | Potassium vinyltrifluoroborate | HCID 23679353 | — |
| Catalyst | Palladium Chloride | HCID 24290 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 118510791 | HCID 118510791 | 41% |
Reaction Steps
A mixture of 6-bromobenzo[b]thiophene (217 mg, 1.02 mmol), potassium vinyltrifluoroborate (137 mg, 1.02 mmol), Cs2CO3 (983 mg, 3.02 mmol), Ph3P (17 mg, 0.066 mmol) and PdCl2 (5 mg, 0.028 mol) in THF (1.8 mL)/H2O (0.2 mL) was heated at 85° C. After overhight stirring, H2O (5 mL) and saturated NH4Cl solution (50 mL) were added and the resulting mixture was extracted with CH2Cl2 (3×25 mL). The combined organic solution was dried (Na2SO4), filtered and evaporated. Purification by flash chromatography (ethyl acetate/hexanes) gave the title compound (67 mg, 41%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09394273B2 |
|---|
| Source dataset | uspto-grants-2016_07 |
|---|
| ORD ID | ord-07d8b151f14b45c3844ce9c7d2c09582 |
|---|
| Source note | uspto-grants-2016_07 |
|---|
