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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 495346Generated: October 29, 2026

Toluene → HCID 69714704, compound

https://huagongshe.com/reaction/495346

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactantalpha-HydroxyacetophenoneHCID 68490—
ReactantSodium BicarbonateHCID 516892—
CatalystTrifluoroacetic acidHCID 6422—
Solventtert-Butyl methyl etherHCID 15413—
ProductHCID 69714704HCID 69714704—

Reaction Conditions

Temperature50 °C

Reaction Steps

The cyclic vinyl ether (2 eq.) was added to a suspension of the hydroxy-acetophenone (10 mmol) in toluene (10 ml), followed by trifluoroacetic acid (2 or 3 drops, ˜0.01 eq.). The mixture was heated at 50° C. When the reaction was complete (TLC, 2-3 hours), it was diluted with MTBE and poured into aq. NaHCO3 (sat.). The aqueous phase was separated and extracted with MTBE, and the combined organic layers were washed with brine and dried over MgSO4. The crude, obtained after evaporation of the solvents, was purified by chromatography (SiO2, EtOAc/Hexane) to afford the desired product as a colorless to pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06939845B2
Source datasetuspto-grants-2005_09
ORD IDord-a4b7d0094ef0486aad111d5bca936574
Source noteuspto-grants-2005_09