HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl Alcohol → Benzyl 1-(3-fluoro-4-methoxyphenyl)-5-oxopyrrolidin-3-ylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl Alcohol | HCID 244 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | 1-(3-Fluoro-4-methoxyphenyl)-5-oxopyrrolidine-3-carboxylic acid | HCID 43380392 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Benzyl 1-(3-fluoro-4-methoxyphenyl)-5-oxopyrrolidin-3-ylcarbamate | HCID 57445404 | — |
Reaction Steps
A solution of 1-(3-fluoro-4-methoxyphenyl)-5-oxopyrrolidine-3-carboxylic acid (1.5 g, 5.92 mmol), BnOH (1.92 g, 17.76 mmol), Et3N (1.24 mL, 8.88 mmol) and DPPA (1.84 g, 7.12 mmol) in 100 mL of toluene was heated to 120° C. for 6 h. The reaction was cooled to RT and concentrated in vacuo. The residue was purified by chromatography on a silica gel column (10% to 70% EtOAC/hexane) to give the title compound as colorless crystal. MS (ESI pos. ion) m/z: 359.4 (M+H). Calc'd Exact Mass for C19H19FN2O4: 358.36.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07652009B2 |
| Source dataset | uspto-grants-2010_01 |
| ORD ID | ord-90400b49c710436e828e4eaccb3d4101 |
| Source note | uspto-grants-2010_01 |