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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2036225Generated: November 3, 2026

Allyl bromide → 5-Chloro-2-[(prop-2-en-1-yl)oxy]benzaldehyde

https://huagongshe.com/reaction/2036225

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAllyl bromideHCID 7841—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Chloro-salicylaldehydeHCID 12481—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product5-Chloro-2-[(prop-2-en-1-yl)oxy]benzaldehydeHCID 4470332—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a mixture of 5-chlorosalicylaldehyde (8.20 g, 52.37 mmol, 1.00 eq.) and potassium carbonate anhydrous (8.69 g, 62.85 mmol, 1.20 eq.) in DMF (100 mL), allyl bromide (4.7 mL, 54.99 mmol, 1.05 eq.) was added. The mixture was heated at 50° C. for 18 hours. The reaction mixture was allowed to cool to r.t. and poured in water (150 mL). The mixture was extracted with DCM (2×200 mL). The comb. org. phases were dried over MgSO4 and concentrated in vacuo to give 2-allyloxy-5-chloro-benzaldehyde. The product was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08575158B2
Source datasetuspto-grants-2013_11
ORD IDord-0a010494a46f49718df8476b1bd9229a
Source noteuspto-grants-2013_11