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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1267316Generated: November 3, 2026

Toluene → HCID 54227540, compound

https://huagongshe.com/reaction/1267316

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantHCID 15026343HCID 15026343—
SolventEthyl AcetateHCID 8857—
ProductHCID 54227540HCID 5422754088%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of methyl 2-bromo-3-[4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]phenyl]propionate (15.0 g), 1,8-diazabicyclo[5,4,0]-7-undecene (DBU) (6.2 g) and toluene (200 ml) was stirred for 2 hours at 70° C. The reaction mixture was poured into ethyl acetate (200 ml), which was washed with 2N HCl and a saturated aqueous saline solution, followed by drying (MgSO4). The solvent was distilled off under reduced pressure to leave methyl 4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]cinnamate (10.8 g, 88%). Recrystallization from ethyl acetate-hexane colorless needles, m.p.114-115° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06552058B1
Source datasetuspto-grants-2003_04
ORD IDord-ba02df50758247849d27e585b9576893
Source noteuspto-grants-2003_04