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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1035587Generated: October 30, 2026

Hydrochloric Acid → 1-Bromo-3-methoxy-5-methylbenzene

https://huagongshe.com/reaction/1035587

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantHypophosphoric acidHCID 24536—
Reactant4-Bromo-2-methoxy-6-methylanilineHCID 10680218—
ReactantSodium NitriteHCID 23668193—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
Product1-Bromo-3-methoxy-5-methylbenzeneHCID 10679554—

Reaction Steps

The reaction is performed in a water/ice bath. 500 mg (2.31 mmol, 1 eq) of 4-bromo-2-methoxy-6-methylaniline is dissolved in a mixture of 7 ml of acetic acid and 3 ml of water, followed by adding 0.8 ml of concentrated hydrochloric acid (37%) and 207 mg (3.00 mmol, 1.5 eq) of sodium nitrite dissolved in 1 ml of water. The mixture is stirred for 30 min and subsequently added to 8 ml of ice-cooled 50% by weight hypophosphoric acid. The reaction is stirred at 0° C. for 8 hours and allowed to stand at RT over night.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546392B2
Source datasetuspto-grants-2013_10
ORD IDord-6f989a21389d4c8b8420816143f6e655
Source noteuspto-grants-2013_10