HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloro-4-nitrobenzene → 2-Chloro-1-fluoro-4-nitrobenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloro-4-nitrobenzene | HCID 7443 | — |
| Reactant | Sulfolane | HCID 31347 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Catalyst | Trioctylmethylammonium chloride | HCID 21218 | — |
| Catalyst | Aluminum(III) Chloride | HCID 6451240 | — |
| Product | 2-Chloro-1-fluoro-4-nitrobenzene | HCID 67688 | 85% |
Reaction Steps
A mixture of 87 g (1.5 mol) of potassium fluoride and 250 g of tetramethylene sulphone in a glass reaction vessel was subjected to incipient distillation for the removal of water until 25 g of tetramethylene sulphone had passed over. 192 g of 3,4-dichloro-nitrobenzene, 10 g (0.025 mol) of methyl -trioctyl-ammonium chloride and 1.65 g (0.0125 mol) of AlCl3 were then added and the was 97% (determined by gas chromatography). The reaction mixture was then worked up by distillation. 149 g of 3-chloro-4-fluoro-nitrobenzene having a boiling point of 92°-93° C. at 10 mbar were obtained. This corresponds to a yield of 85% of theory.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04978769 |
| Source dataset | uspto-grants-1990_12 |
| ORD ID | ord-29670d8167bf49e9b9da38faa843f08f |
| Source note | uspto-grants-1990_12 |