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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 391086Generated: October 29, 2026

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

https://huagongshe.com/reaction/391086

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 numberUS08383620B2
Source datasetuspto-grants-2013_02
ORD IDord-82f4b222e80a471b9a25fca2e9a1d937
Source noteuspto-grants-2013_02