HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Nitropropane → Tert-butyl 2-fluoro-5-(1-nitropropyl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Nitropropane | HCID 7903 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 2-(Di-tert-butylphosphino)-2'-methyl-1,1'-biphenyl | HCID 2734937 | — |
| Reactant | Tert-butyl 5-bromo-2-fluorobenzoate | HCID 63896644 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | Tert-butyl 2-fluoro-5-(1-nitropropyl)benzoate | HCID 86246594 | — |
Reaction Steps
To tert-butyl 5-bromo-2-fluorobenzoate (1.26 g) in dimethoxyethane (22.9 ml) solution, tris(dibenzylideneacetone)dipalladium (0.10 g), 2-(di-tert-butylphosphino)-2′-methylbiphenyl (0.14 g), tripotassium phosphate (1.07 g), and 1-nitropropane (0.82 ml) were added, the mixture was stirred at room temperature for 1 minute, then the mixture was stirred under heating and reflux for 15 hours. The insoluble compound was filtered out, then the filtrate was concentrated. The residue was purified by silica gel column chromatography (hexane/ethyl acetate, ethyl acetate: 0 to 10%) to obtain the title compound (392 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08049006B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-fc3311173c4c46cab15641825b7beab9 |
| Source note | uspto-grants-2011_11 |