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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2096477Generated: October 31, 2026

o-Fluorobenzaldehyde → 6-Bromo-2-(2-fluorophenyl)chroman-4-one

https://huagongshe.com/reaction/2096477

Reaction equation

Participants

RoleNameHCIDCharge
Reactanto-FluorobenzaldehydeHCID 67970—
Reactant5'-Bromo-2'-hydroxyacetophenoneHCID 95991—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product6-Bromo-2-(2-fluorophenyl)chroman-4-oneHCID 5842408766.6%

Reaction Steps

A mixture of 1-(5-bromo-2-hydroxy-phenyl)-ethanone (15 g, 70.1 mmol), 2-fluorobenzaldehyde (8.7 g, 70.1 mmol), and borax (26.7 g, 70.1 mmol) in ethanol (90 mL) and H2O (150 mL) was refluxed for one day. The reaction mixture was cooled, diluted with an equal volume of H2O, and extracted with ether. The ether was dried over anhydrous Na2SO4, filtered, and evaporated to give 6-bromo-2-(2-fluorophenyl)chroman-4-one (15 g, 50%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450308B2
Source datasetuspto-grants-2013_05
ORD IDord-e8d40ce73f8046d0996bf843ba1bed2f
Source noteuspto-grants-2013_05