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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1755088Generated: October 28, 2026

1,4-Dioxane → HCID 11436666, compound

https://huagongshe.com/reaction/1755088

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DioxaneHCID 31275—
ReactantMetaperiodic acidHCID 65185—
ReactantBis(pinacolato)diboraneHCID 2733548—
Reactant2,2,3,3-Tetrafluoro-2,3-dihydro-1,4-benzodioxineHCID 2776588—
SolventMethanolHCID 887—
SolventWaterHCID 962—
ProductHCID 11436666HCID 1143666678.6%

Reaction Conditions

Temperature100 °C

Reaction Steps

2,2,3,3-Tetrafluoro-1,4-benzodioxane (484 mg), bis(pinacolato)diboron (295 mg), [Ir(COD)(OMe)]2 (15.4 mg) and 4,4′di-tert-butyl-2,2′-dipyridyl (12.5 mg) were mixed. 1,4-Dioxane (0.5 mL) was added in a nitrogen atmosphere and stirred at 100° C. for two hours. MeOH (0.5 mL) was added to the reaction solution, and metaperiodic acid (1.06 g) was added in four portions under ice-cooling. Water was added to the reaction solution, followed by extraction with ethyl acetate and concentration. The resulting mixture was purified by silica gel column chromatography to give 2,2,3,3-tetrafluoro-2,3-dihydro-benzo[1,4]dioxin-6-yl-boronic acid (230 mg, 39%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09169254B2
Source datasetuspto-grants-2015_10
ORD IDord-f2bcd5278b634360a83ce212c2dcb7c8
Source noteuspto-grants-2015_10