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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1362613Generated: October 28, 2026

Sodium Hydroxide → HCID 84071066, compound

https://huagongshe.com/reaction/1362613

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantTriacetoxyperiodinaneHCID 159087—
ReactantHCID 14402958HCID 14402958—
SolventDichloromethaneHCID 6344—
ProductHCID 84071066HCID 8407106667.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

Dess-Martin reagent (1.14 g) was added at 0° C. to a methylene chloride (5 mL) solution of (5-bromo-4-methoxypyridin-2-yl)methanol (450 mg) synthesized by the method described in Organic Process Research & Development 2000 4,473. The reaction solution was agitated at 0° C. for 1 hour and further agitated at room temperature for 1 hour. 1N sodium hydroxide solution was added to the reaction solution, the organic layer was separated, and washed with a saturated sodium chloride solution. After the organic layer was dried over anhydrous magnesium sulfate, the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate 1:1), and 300 mg (67%) 5-bromo-4-methoxypyridine-2-carbaldehyde was obtained. The physical properties of the compound are as follows.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07880009B2
Source datasetuspto-grants-2011_02
ORD IDord-f7223bbe592f47f59cd72760013664db
Source noteuspto-grants-2011_02