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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2190909Generated: October 25, 2026

3-Phenoxyphenol → 4-Hydroxy-2-oxo-7-phenoxy-2H-chromene-3-carboxylic acid ethyl ester

https://huagongshe.com/reaction/2190909

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-PhenoxyphenolHCID 12842—
ReactantTin tetrachlorideHCID 24287—
ReactantTriethyl methanetricarboxylateHCID 80471—
Product4-Hydroxy-2-oxo-7-phenoxy-2H-chromene-3-carboxylic acid ethyl esterHCID 866494634.5%

Reaction Conditions

Temperature200 °C

Reaction Steps

A mixture of 3-phenoxy-phenol (1.068 g, 5.73 mmol), 2-ethoxycarbonyl-malonic acid diethyl ester (3.65 mL, 17.2 mmol), and tin tetrachloride (14 μL, 0.11 mmol) was heated in a 200° C.-oil bath for 5 min; then cooled, the reaction mixture was directly purified on silica gel column chromatography (eluent: ethyl acetate in dichloromethane: 10% to 80%) to give the desired title product (84 mg, 4.4%). ESI (m/z): 327 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324405B2
Source datasetuspto-grants-2012_12
ORD IDord-f55ba2a4ea184d8a9cbba303f3198f6d
Source noteuspto-grants-2012_12