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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2372818Generated: October 30, 2026

Dimethylformamide → 3,4-Dimethyl-7-(4-isopropylphenyl)-methoxycoumarin

https://huagongshe.com/reaction/2372818

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant4-Isopropylbenzyl chlorideHCID 74916—
Reactant7-hydroxy-3,4-dimethyl-2H-chromen-2-oneHCID 5412990—
Product3,4-Dimethyl-7-(4-isopropylphenyl)-methoxycoumarinHCID 15987433—

Reaction Steps

5.7 g of 7-hydroxy-3,4-dimethylcoumarin in 25 ml of dimethylformamide were added dropwise to a suspension of 1.05 g of NaH (80%) in 15 ml of dimethylformamide at room temperature. After 45 minutes, 5.05 g of 4-isopropylbenzyl chloride, dissolved in 20 ml of dimethylformamide, were added and the mixture was stirred overnight at room temperature. The reaction mixture was hydrolyzed with ice water, and the precipitated solid was filtered off under suction and recrystallized from methanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05100914
Source datasetuspto-grants-1992_03
ORD IDord-090de1f058b04506b4284efa86225bfe
Source noteuspto-grants-1992_03