HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Fluoroaniline → 2-Fluoro-4-(1-bromo-1,1,2,3,3,3-hexafluoro-2-propyl)aniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Fluoroaniline | HCID 9584 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Sodium Dithionite | HCID 24489 | — |
| Reactant | 1,2-Dibromo-1,1,2,3,3,3-hexafluoropropane | HCID 69579 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Catalyst | Tetrabutylammonium hydrogen sulfate | HCID 94433 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | tert-Butyl methyl ether | HCID 15413 | — |
| Product | 2-Fluoro-4-(1-bromo-1,1,2,3,3,3-hexafluoro-2-propyl)aniline | HCID 23064968 | — |
Reaction Steps
First 195.86 g (1.12 mol) of sodium dithionite and then 50 g (0.45 mol) of 2-fluoroaniline were added at room temperature to a mixture of 450 ml of water, 225 ml of tert-butyl methyl ether, 94.50 (1.12 mol) of sodium hydrogencarbonate and 18.33 g of tetra-n-butylammonium hydrogensulphate. Subsequently, a solution of 348.54 g of 1,2-dibromo-1,1,2,3,3,3-hexafluoropropane in 200 ml of tert-butyl methyl ether was added dropwise at 35–40° C. and, on completion of addition, the mixture was stirred at RT overnight. Sodium carbonate was used to adjust to a pH of 5 and the organic phase was removed, dried and concentrated.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07041852B2 |
| Source dataset | uspto-grants-2006_05 |
| ORD ID | ord-adc583f09e2c4e36a91fb99785c43650 |
| Source note | uspto-grants-2006_05 |