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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2269258Generated: November 1, 2026

Boron trifluoride etherate → 2-(5-Bromo-2-methoxyphenyl)-1,3-dioxane

https://huagongshe.com/reaction/2269258

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron trifluoride etherateHCID 8000—
Reactant1,3-PropanediolHCID 10442—
Reactant5-Bromo-2-methoxybenzaldehydeHCID 90684—
SolventTolueneHCID 1140—
SolventDiethyl EtherHCID 3283—
Product2-(5-Bromo-2-methoxyphenyl)-1,3-dioxaneHCID 1437875984.3%

Reaction Steps

A mixture of 5-bromo-o-anisaldehyde (10.0 g, 46.5 mmol), propane-1,3-diol (3.90 g, 51.2 mmol) and BF3-Et2O(0.15 ml) in toluene (50 ml) was refluxed in a Dean-Stark apparatus for 3 h. The reaction mixture was cooled, diluted with ether. The organic layer was washed successively with sat. NaHCO3 aq., water and brine, dried (MgSO4), and concentrated in vacuo to give crude product. The residue was distilled to give Compound 38 (10.7 g, 84%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06329396B1
Source datasetuspto-grants-2001_12
ORD IDord-71d617beee9748b7962940c878a53f64
Source noteuspto-grants-2001_12