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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1526768Generated: November 4, 2026

Ethylene Glycol → HCID 86709937, compound

https://huagongshe.com/reaction/1526768

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylene GlycolHCID 174—
Reactant3-Bromo-5-(trifluoromethyl)benzaldehydeHCID 16115438—
Catalystp-Toluenesulfonic acid monohydrateHCID 521998—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 86709937HCID 8670993785.2%

Reaction Steps

A mixture of 3-bromo-5-trifluoromethyl benzaldehyde (10 gm, 39.523 mmol), ethylene glycol (6.63 ml, 118.568 mmol) and PTSA.H2O (150 mg, 0.79 mmol) in anhydrous toluene (60 ml) was heated to reflux under Dean-stark conditions for 6 h. The reaction mixture was diluted with EtOAc (100 ml) and washed with water (150 ml) and brine solution (150 ml). Organic layer was dried over Na2SO4, filtered and evaporated in vacuum to afford 11 g crude as a colorless liquid which was purified by column chromatography (100-200 silica gel mesh), eluted with 5% EtOAc in Hexane to afford the desired compound (10 g) as a colorless liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09085606B2
Source datasetuspto-grants-2015_07
ORD IDord-3bfe2341cce94214a030c7951352ab3e
Source noteuspto-grants-2015_07