HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Ethyl difluoro(3,4,5-trifluorophenoxy)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethyl bromodifluoroacetate | HCID 69585 | — |
| Reactant | 3,4,5-Trifluorophenol | HCID 2777943 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ethyl difluoro(3,4,5-trifluorophenoxy)acetate | HCID 21057440 | 69.4% |
Reaction Steps
Under a nitrogen atmosphere, 17 g of potassium carbonate and 4.0 g of TBAB were added to 18 g of 3,4,5-trifluorophenol (r-7) dissolved in 200 mL of DMF, 25.0 g of ethyl bromodifluoroacetate dissolved in 50 mL of DMF was added thereto, and the resultant mixture was stirred at 90° C. for 3 hours. A reaction mixture was poured into water, subjected to extraction with diethyl ether, and extracted organic layers were combined and washed with saturated brine, and then dried over anhydrous magnesium sulfate. A solvent was evaporated under reduced pressure, and thus 22.8 g of ethyl 2-(3,4,5-trifluorophenoxy)-2,2-difluoroacetate (compound (r-8)) was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08906260B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-5dd0b2eeefca409d8c1d31b7a20ad022 |
| Source note | uspto-grants-2014_12 |