HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoromethanesulfonic anhydride → HCID 22138897, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoromethanesulfonic anhydride | HCID 67749 | — |
| Reactant | 2,6-Di-tert-butyl-4-methylpyridine | HCID 98898 | — |
| Reactant | 2,2-Difluoro-2-phenylethanol | HCID 9793891 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Pentane | HCID 8003 | — |
| Product | HCID 22138897 | HCID 22138897 | 64.4% |
Reaction Steps
Add triflic anhydride (1.28 mL, 2.14 g) dropwise to a stirred solution of 2,2-difluoro-2-phenyl-ethanol (0.8 g, 5.06 mmol) and 2,6-di-tert-butyl-4-methylpyridine (1.556 g, 7.59 mmol) in anhydrous dichloromethane (25 mL) at −78° C. Stir the reaction overnight while the temperature warms up. Dilute the mixture with pentane and filter the precipitate over Celite®b. Concentrate the filtrate in vacuo and purify the crude mixture by chromatography on silica gel eluting with hexane and hexane/EtOAc (95:5) to provide the title compound (946 mg, 64%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08022062B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-f4234f945c4b45a5aecf7f8a60994ba4 |
| Source note | uspto-grants-2011_09 |