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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1816534Generated: November 1, 2026

Hydrogen Bromide → 3-Bromomethyl-5-methylbenzo[b]thiophene

https://huagongshe.com/reaction/1816534

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen BromideHCID 260—
ReactantWaterHCID 962—
Reactant4-Methyl-1-(prop-2-ynylsulfinyl)benzeneHCID 11788614—
Solvent1,4-DioxaneHCID 31275—
Product3-Bromomethyl-5-methylbenzo[b]thiopheneHCID 1211137793%

Reaction Conditions

Temperature100 °C

Reaction Steps

In 110 mL of dioxane, was dissolved 7.18 g (40.3 mmol) of the compound obtained in Example 11. The resulting solution was refluxed at 100° C. for 100 minutes The refluxed solution was then cooled, and 7.42 g (44 mmol) of a 48% hydrobromic acid was added. The obtained mixture was allowed to stand at room temperature for 1 hour. Water was then added, and the obtained mixture was extracted with ethyl acetate. The resulting extract was dried with magnesium sulfate and vacuum concentrated to provide 9.04 g of 3-(bromomethyl)-5-methylbenzo[b]thiophene. The yield was 93%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06884896B2
Source datasetuspto-grants-2005_04
ORD IDord-e79ac6ef91ba4612a52a5af4f35a041d
Source noteuspto-grants-2005_04