Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Fluorophenol | HCID 9707 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | HCID 22248099 | HCID 22248099 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22247997 | HCID 22247997 | 7.1% |
Reaction Steps
After dissolving 55 mg of 1-(2-methoxy-3-pyridinylmethyl)-4-(2-phenylethyl)piperidine-4-methanol, 51 mg of triphenylphosphine and 20 mg of 2-fluorophenol in 10 ml of tetrahydrofuran, the solution was cooled to 0° C. 0.13 ml of diethyl azodicarboxylate (40% toluene solution) was then added dropwise and the mixture was stirred overnight at room temperature. After stirring for 5 hours at 70° C. and cooling to room temperature, the solvent was distilled off under reduced pressure. The residue was purified by NH silica gel column chromatography (solvent: n-hexane/ethyl acetate) to obtain the title compound (5 mg, 7% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07915274B2 |
|---|
| Source dataset | uspto-grants-2011_03 |
|---|
| ORD ID | ord-ea52ef9bacb442abb35ce6c923fd263f |
|---|
| Source note | uspto-grants-2011_03 |
|---|