HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 67167745, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2,2,2-Trifluoroethyl trifluoromethanesulfonate | HCID 80366 | — |
| Reactant | HCID 60047515 | HCID 60047515 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67167745 | HCID 67167745 | 95% |
Reaction Steps
To a stirred solution of tert-butyl 4-(3-hydroxyphenoxy)piperidine-1-carboxylate (2.00 g, 6.82 mmol) and cesium carbonate (4.44 g, 13.6 mmol) in N,N-dimethylformamide (25 mL) was added 2,2,2-trifluoroethyl trifluoromethane-sulfonate (1.74 g, 7.50 mmol) at room temperature. After stirring at room temperature for 2 hours, the mixture was poured into water (100 mL) and extracted with ethyl acetate (100 mL). The organic layer was washed with water (100 mL) and dried over sodium sulfate. After removal of the solvent, the residue was purified by column chromatography on silica gel eluting with n-hexane/ethyl acetate (4:1) to give 2.42 g (95%) of the title compound as colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09051296B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-b88dff1e4dda44ac8720f1db256a19e4 |
| Source note | uspto-grants-2015_06 |