Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 891055Generated: October 30, 2026

Triphenylphosphine → Methyl 2-[4-(trifluoromethyl)phenyl]-1,3-oxazoline-4-carboxylate

https://huagongshe.com/reaction/891055

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
ReactantMethyl 3-hydroxy-2-{[4-(trifluoromethyl)phenyl]carbonylamino}propanoateHCID 22064268—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 2-[4-(trifluoromethyl)phenyl]-1,3-oxazoline-4-carboxylateHCID 22064303—

Reaction Conditions

Temperature0 °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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07001909B2
Source datasetuspto-grants-2006_02
ORD IDord-5fbc38a60a8b492583117380baa374c6
Source noteuspto-grants-2006_02