HuagongsheHuagongshe Chemistry Print Report · For research reference only
N,N-Diethylaniline → 4-Bromo-6,7-difluoro-2-methylbenzofuran
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N,N-Diethylaniline | HCID 7061 | — |
| Reactant | Cesium fluoride | HCID 25953 | — |
| Reactant | 5-Bromo-1,2-difluoro-3-prop-2-ynyloxybenzene | HCID 59215252 | — |
| Solvent | tert-Butyl methyl ether | HCID 15413 | — |
| Product | 4-Bromo-6,7-difluoro-2-methylbenzofuran | HCID 59215242 | — |
Reaction Steps
51.9 g (0.21 mol) of 5-bromo-1,2-difluoro-3-prop-2-ynyloxybenzene are heated at 205° C. for 4 h together with 20.7 g (0.14 mol) of caesium fluoride in 300 ml of N,N-diethylaniline. The batch is diluted with MTBE and washed a number of times with 1 N HCl. The solution is dried using sodium sulfate and concentrated to dryness. The residue is purified by column chromatography (SiO2, n-heptane:1-chlorobutane=3:1), giving 4-bromo-6,7-difluoro-2-methylbenzofuran as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07678929B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-734869114e0e4fcc9f1c94bcaf0cda5f |
| Source note | uspto-grants-2010_03 |