HuagongsheHuagongshe Chemistry Print Report · For research reference only
O-Xylene → 4-Benzyl-5-bromo-2-(3,4-methylenedioxyphenyl)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | O-Xylene | HCID 7237 | — |
| Reactant | Stannane, 1,3-benzodioxol-5-yltributyl- | HCID 11112375 | — |
| Reactant | 4-Benzyl-5-bromo-2-pyridyl trifluoromethanesulfonate | HCID 18182181 | — |
| Catalyst | Tetrabutylammonium Chloride | HCID 70681 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | 4-Benzyl-5-bromo-2-(3,4-methylenedioxyphenyl)pyridine | HCID 18182249 | 38.1% |
Reaction Steps
A mixture of 400 mg of 4-benzyl-5-bromo-2-pyridyl trifluoromethanesulfonate, 410 mg of (3,4-methylenedioxyphenyl)tributyltin, 300 mg of tetrabutylammonium chloride, 20 mg of tetrakis(triphenylphsphine)palladium(0) and 2 ml of xylene was stirred under heating for 3 hours in an oil bath kept at 140° C. in a nitrogen atmosphere. The reaction solution was subjected to silica gel column chromatography using 5-10% ethyl acetate/hexane, to give 140 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06599917B1 |
| Source dataset | uspto-grants-2003_07 |
| ORD ID | ord-b049a19658c6490ab28dc1781d34c672 |
| Source note | uspto-grants-2003_07 |