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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1112114Generated: October 26, 2026

Phosphorus oxychloride → Ethyl 5-Hydroxy-4-Methyl-7-(3-Methyl-2-Octyl)-Coumarin-3-Propionate

https://huagongshe.com/reaction/1112114

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
ReactantDiethyl 2-acetylglutarateHCID 73915—
Reactant5-(3-Methyloctan-2-yl)benzene-1,3-diolHCID 258176—
ProductEthyl 5-Hydroxy-4-Methyl-7-(3-Methyl-2-Octyl)-Coumarin-3-PropionateHCID 22765004—

Reaction Steps

A mixture of 262 g. (1.109 mole) of 5-(3-methyl-2-octyl)resorcinol, 283 g. (1.23 mole) of diethyl α-acetylglutarate, and 170 g. (1.11 mole) of phosphorus oxychloride protected from atmospheric moisture is stirred at room temperature for 12 days. The mixture is taken up in benzene-ether and the solution is washed several times with water, aqueous sodium bicarbonate, water and dried over anhydrous magnesium sulfate. After removal of the solvent, 441 g. of an oil is obtained, which solidifies on standing.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04120873
Source datasetuspto-grants-1978_10
ORD IDord-5cd16492be3548a8a610fa0336f0d8bd
Source noteuspto-grants-1978_10