HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 57542543, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Hydrazoic acid | HCID 24530 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | (R)-(-)-5-(Hydroxymethyl)-2-pyrrolidinone | HCID 7128291 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57542543 | HCID 57542543 | 90.9% |
Reaction Steps
To (R)-5-(hydroxymethyl)pyrrolidin-2-one (660 mg, 5.73 mmol), hydrogen azide (10.8 mL, 8.60 mmol, 0.8 M in toluene), and PPh3 (2.25 g, 8.60 mmol) in THF was added DIAD dropwise. The mixture was stirred at rt for 1 h. LCMS indicated the completion of the reaction. The mixture was partially concentrated, filtered, and purified by RP-HPLC to give (R)-5-(azidomethyl)pyrrolidin-2-one (730 mg, 87%, 90% pure). LRMS (M+H+) m/z 141.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07932270B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-09709de6d61a4e32b1ab4339eadef8c6 |
| Source note | uspto-grants-2011_04 |