HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → HCID 76661292, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Trimethylsilyldiazomethane | HCID 167693 | — |
| Reactant | 2-(4-(Trifluoromethyl)phenyl)acetyl chloride | HCID 14810943 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 76661292 | HCID 76661292 | — |
Reaction Steps
Under an argon atmosphere, p-trifluoromethylphenylacetyl chloride (52) prepared above was dissolved in THF (2 mL) and acetonitrile (2 mL), and cooled to 0° C. To this was slowly added a solution of trimethylsilyldiazomethane in diethyl ether (2.0 M, 4.00 mL, 8.00 mmol), which was stirred overnight (20 hours) after warming up to room temperature. After being concentrated under reduced pressure, the residue was purified by silica gel flash column chromatography (n-hexane/diethyl ether=1/1) to give 1-diazo-3-[4-(trifluoromethyl)phenyl]propan-2-one (53) as a pale yellow oily substance (666 mg, 2.92 mmol, 72.9%, 2 steps).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546568B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-1f05d58816814af991c97a60be15716f |
| Source note | uspto-grants-2013_10 |