HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 2-(5-Ethylthiophen-2-yl)-4-methoxybenzo(b)furan
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 2-Bromo-5-ethylthiophene | HCID 22729112 | — |
| Reactant | 4-Methoxy-2-(trimethylstannyl)benzo(b)furan | HCID 22729126 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(5-Ethylthiophen-2-yl)-4-methoxybenzo(b)furan | HCID 22729313 | 41.8% |
Reaction Steps
To a solution of 4-methoxy-2-(trimethylstannyl)-benzo(b)furan (3.00 g) and 2-bromo-5-ethylthiophene (1.84 g) in THF (25 ml) was added bistriphenylphosphinepalladium dichloride (224 mg), and the mixture was stirred with refluxing overnight. After cooling, ethyl acetate was added to the reaction mixture and the mixture was filtered through celite. The filtrate was washed with water and saturated brine, and the organic layer was dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (1.04 g) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06720320B2 |
| Source dataset | uspto-grants-2004_04 |
| ORD ID | ord-478d0947a1614d819b9a117dd41938e8 |
| Source note | uspto-grants-2004_04 |