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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2175384Generated: October 29, 2026

Hydrochloric Acid → 1-Bromo-4-(ethoxymethyl)benzene

https://huagongshe.com/reaction/2175384

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantIodoethaneHCID 6340—
ReactantSodium HydroxideHCID 14798—
Reactant4-Bromobenzyl alcoholHCID 70119—
SolventDimethylformamideHCID 6228—
Product1-Bromo-4-(ethoxymethyl)benzeneHCID 59818749.4%

Reaction Steps

NaOH (0.1 g, 2.4 mmol) was added to 2 ml of degassed dimethylformamide and 4-bromobenzylalcohol (0.3 g, 1.6 mmol) was further added slowly. Iodoethane (0.14 ml, 1.76 mmol) was added at room temperature followed by stirring for 2 hours. The mixture was added with 50 ml of 2N c HCl and extracted with 50 ml of ethylacetate. The organic layer was washed twice with 50 ml of H2O. After concentration under vacuum and column chromatography (ethylacetate/n-hexane, 1/10), the title compound (0.17 g, 48%) was obtained as yellowish oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09062066B2
Source datasetuspto-grants-2015_06
ORD IDord-d6fd1e9f94e54d5abd4a6f0cc620c5b8
Source noteuspto-grants-2015_06