Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1085203Generated: October 31, 2026

Propargyl alcohol → HCID 14457169, compound

https://huagongshe.com/reaction/1085203

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropargyl alcoholHCID 7859—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantEthyl 2-oxo-4-(trifluoromethyl)-2,3-dihydro-1,3-oxazole-5-carboxylateHCID 13070077—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 14457169HCID 1445716956.3%

Reaction Conditions

Temperature20 °C

Reaction Steps

5.4 ml of diethyl azodicarboxylate were added at 10 C to a solution of 7 g of ethyl 2,3-dihydro-2-oxo-4-trifluoromethyl-oxazol-5-carboxylate [prepared as in Patent No. EP 027,020], 70 ml of tetrahydrofuran, 8.15 g of triphenylphosphine and 3.3 ml of propargyl alcohol and the mixture was stirred for one hour at 20° C. The mixture was poured into water and was extracted with ethyl acetate, dried, filtered and concentrated. The residue was chromatographed on silica and eluted with a hexaneethyl acetate mixture (85-15) to obtain 4.6 g of the expected product melting at 72° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05008281
Source datasetuspto-grants-1991_04
ORD IDord-9c4ffb0e00cb4c07a35144202d5cda7e
Source noteuspto-grants-1991_04