HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tributylamine → HCID 22321883, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tributylamine | HCID 7622 | — |
| Reactant | 4-Fluorostyrene | HCID 67883 | — |
| Reactant | Methyl 2-Bromo-5-nitrobenzoate | HCID 245494 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Catalyst | Dichlorobis(triphenylphosphine)palladium | HCID 6102075 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 22321883 | HCID 22321883 | — |
Reaction Steps
A mixture of methyl 2-bromo-5-nitrobenzoate (5 g), 4-fluorostyrene (3.5 g), tributylamine (0.39 g), bis-(triphenylphosphine)-palladium(II)chloride (0.3 g), sodium bicarbonate (2.65 g) and water (30 ml) was stirred and heated at reflux under an argon atmosphere for 1.5 hours. The reaction was then cooled, suspended in dichloromethane (200 ml) and passed through a pad of silica (chromatography grade) eluting with more dichloromethane The dichloromethane was then evaporated away and the residue treated with iso-hexane (200 ml) to give methyl 2-[2-(4-fluorophenyl)ethynyl]-5-nitrobenzoate (compound 74) as a yellow precipitate which was filtered and dried, (5.05 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06946468B1 |
| Source dataset | uspto-grants-2005_09 |
| ORD ID | ord-a613a5e0c3af4116812696498bbd08b5 |
| Source note | uspto-grants-2005_09 |