HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → Methyl 2-[4-(trifluoromethyl)phenyl]-1,3-oxazoline-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | Methyl 3-hydroxy-2-{[4-(trifluoromethyl)phenyl]carbonylamino}propanoate | HCID 22064268 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 2-[4-(trifluoromethyl)phenyl]-1,3-oxazoline-4-carboxylate | HCID 22064303 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
To a solution of methyl 3-hydroxy-2-{[4-(trifluoromethyl)phenyl]-carbonylamino}propanoate (2.57 g, 8.83 mmol) in tetrahydrofuran (30 ml) was added triphenylphosphine (2.55 g, 9.71 mmol). The mixture was cooled to 0° C., and diisopropylazodicarboxylate (1.91 ml, 9.71 mmol) was added slowly. The mixture was stirred at room temperature for 2 days. Solvent was removed from the filtrate under reduced pressure, and the residue was purified by column chromatography, to yield methyl 2-[4-(trifluoromethyl)phenyl]-1,3-oxazoline-4-carboxylate, a compound of formula (14). C. Preparation of a Compound of Formula (15)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07001909B2 |
| Source dataset | uspto-grants-2006_02 |
| ORD ID | ord-5fbc38a60a8b492583117380baa374c6 |
| Source note | uspto-grants-2006_02 |