HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 22261568, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | HCID 22261597 | HCID 22261597 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22261568 | HCID 22261568 | 79.5% |
Reaction Steps
To a solution of (2RS,3RS)-2-[4-(tert-butyl)benzyl]-3-(4-fluorophenyl)-3-hydroxypropionic acid (5.07 g, 15.3 mmol) in tetrahydrofuran (150 ml) were added triethylamine (3.2 ml, 22.95 mmol) and diphenylphosphoryl azide (3.63 ml, 16.8 mmol) at room temperature, and the mixture was heated under reflux for 5 hrs. The solvent was evaporated, passed through silica gel column, and purified by recrystallization (hexane-ethyl acetate) to give (4RS,5SR)-4-[4-(tert-butyl)benzyl]-5-(4-fluorophenyl)-1,3-oxazolidin-2-one (3.98 g, 79%) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06982348B2 |
| Source dataset | uspto-grants-2006_01 |
| ORD ID | ord-1b611a8301db49ff9d1256bc48bd3d97 |
| Source note | uspto-grants-2006_01 |