HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 22568824, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Trifluoromethanesulfonic anhydride | HCID 67749 | — |
| Reactant | 2,6-Di-tert-butyl-4-methylpyridine | HCID 98898 | — |
| Reactant | HCID 178436469 | HCID 178436469 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 22568824 | HCID 22568824 | 85% |
Reaction Steps
A stirred, cooled (ice bath) solution of ethyl-2-fluoro-hydroxy-benzoate (Intermediate 5, 0.368 g, 2 mmol) and 2,6-di-tertbutyl-4-methyl-pyridine (0.81 g, 8 mmol) in 8 mL of dichloromethane was treated with trifluoromethanesulfonic anhydride (0.1 g, 4 mmol). The reaction mixture was allowed to warm to ambient temperature and stirred overnight. The reaction mixture was subjected to flash column chromatography over silica gel (230-400 mesh) using 5-10% ethyl acetate in hexane as the eluent to afford the title compound (0.53 g, 85%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06399774B1 |
| Source dataset | uspto-grants-2002_06 |
| ORD ID | ord-43448d2e944c4731bef55b93ba5dcf07 |
| Source note | uspto-grants-2002_06 |