HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2,6-Dimethyl-4-nitrophenyl trifluoromethanesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Trifluoromethanesulfonic anhydride | HCID 67749 | — |
| Reactant | 3,4-Dimethyl-2-nitrophenol | HCID 13571454 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2,6-Dimethyl-4-nitrophenyl trifluoromethanesulfonate | HCID 22662125 | — |
Reaction Steps
A solution of 150 g (0.9 mol) of dimethylnitrophenol in 700 ml of dichloromethane is cooled to −15° C. 181 ml of pyridine are added. 308.8 g (1.09 mol) of trifluoromethanesulphonic anhydride are then metered in dropwise over a period of 2 h in such a way that the reaction temperature does not exceed −5° C. Then, at a temperature of −5° C., 150 ml of water are added. The organic phase is extracted successively with HCl (1 molar, about 300 ml) and water (twice), each at 3-5° C. The solvent is removed in vacuo, and the residue is stirred with petroleum ether. The precipitate is filtered off with suction. A further fraction is obtained by cooling the mother liquor. Yield: 232 g (85%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06803480B2 |
| Source dataset | uspto-grants-2004_10 |
| ORD ID | ord-517e215f732a4599a0491def536914c2 |
| Source note | uspto-grants-2004_10 |