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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 217443Generated: October 26, 2026

Sodium Iodide → 7-((2-Methoxy-4-propylbenzyl)oxy)-2H-chromene-3-carbaldehyde

https://huagongshe.com/reaction/217443

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantPotassium CarbonateHCID 11430—
Reactant7-Hydroxy-2H-chromene-3-carbaldehydeHCID 16769166—
Reactant1-(Chloromethyl)-2-methoxy-4-propylbenzeneHCID 66694481—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product7-((2-Methoxy-4-propylbenzyl)oxy)-2H-chromene-3-carbaldehydeHCID 5843878164.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

1-(chloromethyl)-2-methoxy-4-propylbenzene (1.1 g) was dissolved in DMF (20 mL), and 7-hydroxy-2H-chromene-3-carbaldehyde (975 mg) and K2CO3 (1.15 g) were added thereto, followed by stirring at 80° C. for 1 hour. Further, sodium iodide (416 mg) was added thereto, followed by stirring at 80° C. for 1 hour. After confirming completion of the reaction, to the reaction liquid was added water to stop the reaction, followed by extraction with EtOAc three times. The organic layer was combined, washed with brine, dried over MgSO4, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (automatic purification device, hexane:EtOAc=95:5 to 80:20) to obtain 7-[(2-methoxy-4-propylbenzyl)oxy]-2H-chromene-3-carbaldehyde (1.21 g) as a yellow powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193378B2
Source datasetuspto-grants-2012_06
ORD IDord-e78c67ab66284f02871a8ca1fa7d3a9e
Source noteuspto-grants-2012_06