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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 504458Generated: October 27, 2026

Potassium Carbonate → 5-Bromo-2-(3-methyl-oxetan-3-ylmethoxy)-benzaldehyde

https://huagongshe.com/reaction/504458

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant5-BromosalicylaldehydeHCID 72863—
Reactant(3-Methyloxetan-3-yl)methyl 4-methylbenzenesulfonateHCID 5461213—
SolventDimethylformamideHCID 6228—
Product5-Bromo-2-(3-methyl-oxetan-3-ylmethoxy)-benzaldehydeHCID 5942807850.1%

Reaction Conditions

Temperature140 °C

Reaction Steps

To a mixture of 5-bromo-2-hydroxy-benzaldehyde (14 g, 70 mmol), KI (5 g) and K2CO3 (19 g, 140 mmol) in DMF (100 mL) was added toluene-4-sulfonic acid 3-methyl-oxetan-3-ylmethyl ester (18 g, 70 mmol). The mixture was heated at 140° C. for 2 h, and then cooled to room temperature, partitioned between water and ethyl acetate. The organic layer was washed with water for 3 times, dried over anhydrous Na2SO4 and concentrated. The residue was purified by column chromatography to give the title compound (10 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07776875B2
Source datasetuspto-grants-2010_08
ORD IDord-8af14ce387bd4231a0b217faf58a04cd
Source noteuspto-grants-2010_08