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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2097464Generated: October 29, 2026

Hydrochloric Acid → 4-Bromo-2-cyclobutoxyphenol

https://huagongshe.com/reaction/2097464

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,4-DioxaneHCID 31275—
Reactant4-Bromo-2-cyclobutoxy-1-methoxymethoxybenzeneHCID 66602656—
SolventWaterHCID 962—
Product4-Bromo-2-cyclobutoxyphenolHCID 6660295450%

Reaction Steps

To 7.26 g (25.3 mmol) of 4-bromo-2-cyclobutoxy-1-methoxymethoxybenzene obtained in Reference Example 5-(c) was added 30 ml of 1,4-dioxane solution containing 4N hydrogen chloride, and the mixture was stirred at room temperature for 24 hours. After completion of the reaction, 100 ml of water was added to the reaction mixture, and the mixture was extracted with diethyl ether. The organic layer after separation was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The obtained residue was applied to silica gel column chromatography (Eluent; hexane:ethyl acetate=9:1 (V/V)), and the fractions containing the desired compound were concentrated under reduced pressure to obtain 3.07 g of the title compound as a pale yellowish oil. (Yield: 50%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450319B2
Source datasetuspto-grants-2013_05
ORD IDord-546deae8ba784ff8b210f77c2e169cf2
Source noteuspto-grants-2013_05