HuagongsheHuagongshe Chemistry Print Report · For research reference only
Difluoroacetic acid → HCID 123185984, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Difluoroacetic acid | HCID 9788 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | HCID 123493647 | HCID 123493647 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | HCID 123185984 | HCID 123185984 | 22% |
Reaction Steps
The compound (406 mg, 0.698 mmol) of step A, difluoroacetic acid (0.12 ml, 1.90 mmol) and WSC (530 mg, 2.76 mmol) were dissolved in 1,4-dioxane (5 ml) and the mixture was heated under reflux for 5 hr. The reaction mixture was diluted with an ethyl acetate-hexane=1:1 mixed solvent, and the organic layer was washed with water, 10% aqueous citric acid solution, diluted aqueous sodium hydroxide solution and saturated brine, and dried over anhydrous magnesium sulfate. The insoluble material was filtered off, and the residue was purified by silica gel column chromatography (ethyl acetate-hexane→ethyl acetate-methanol) to give the title compound (97 mg, yield 22%) as a pale-yellow amorphous solid
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08513235B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-76bf8dc00fad4904bc50cf8d17dc0c93 |
| Source note | uspto-grants-2013_08 |