HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 21831301, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | Pyridine, 2-(trimethylstannyl)- | HCID 11021057 | — |
| Reactant | HCID 21831356 | HCID 21831356 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 21831301 | HCID 21831301 | 82.5% |
Reaction Steps
A mixture of 120 mg of 6-cyano-4-trifluoromethanesulfonyloxy-2,2-bisfluoromethyl-2H-1-benzopyran, 87 mg of 2-trimethylstannylpyridine, 25.4 mg of tris-dibenzylidene acetone chloroform dipalladium (O), 12.8 mg of triphenylphosphine, 110 mg of lithium chloride and 6 ml of dry tetrahydrofuran was refluxed for 6.5 hours. After cooling, ether was added and the mixture was filtered using Celite. After the organic layer of the mother liquor was washed with water and dried, the solvent was distilled off. The resultant residue was purified using silica gel column chromatography (developing solution, CH2Cl2) to obtain 80 mg of oily 6-cyano-2,2-bisfluoromethyl-4-(2-pyridyl)-2H-1-benzopyran represented by the following formula.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05977167 |
| Source dataset | uspto-grants-1999_11 |
| ORD ID | ord-7d3794c32b5d4cc08a020a6fc39334ce |
| Source note | uspto-grants-1999_11 |