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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1365402Generated: October 30, 2026

2,3-Lutidine → 5-BROMO-2,3-DIMETHYLPYRIDINE

https://huagongshe.com/reaction/1365402

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-LutidineHCID 11420—
ReactantSodium HydroxideHCID 14798—
ReactantBromineHCID 24408—
SolventSulfuric AcidHCID 1118—
Product5-BROMO-2,3-DIMETHYLPYRIDINEHCID 11446762—

Reaction Conditions

Temperature155 °C

Reaction Steps

To a solution of 2,3-lutidine (0.51 mL) in fuming sulfuric acid (10 mL) at 155° C. was added bromine (0.3 mL) dropwise over 2 h. The reaction mixture was then heated at 155° C. for 16 h. After cooling to room temperature, the mixture was poured onto ice and the ph adjusted to 10 with aqueous sodium hydroxide solution. The product was extracted into ethylacetate (3×40 mL) and the organic layers were dried (MgSO4), reduced in vacuo and purified on silica to give 5-bromo-2,3-dimethyl-pyridine as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07888352B2
Source datasetuspto-grants-2011_02
ORD IDord-ca6a370f7d0e4f47b23bdaf12af90505
Source noteuspto-grants-2011_02