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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 26297Generated: November 1, 2026

Resorcinol → 7-Hydroxy-4-(6-methoxynaphthalen-2-yl)-2H-1-benzopyran-2-one

https://huagongshe.com/reaction/26297

Reaction equation

Participants

RoleNameHCIDCharge
ReactantResorcinolHCID 5054—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantHCID 3564017HCID 3564017—
SolventBenzeneHCID 241—
Product7-Hydroxy-4-(6-methoxynaphthalen-2-yl)-2H-1-benzopyran-2-oneHCID 2057049969%

Reaction Steps

A stirred solution of ethyl(6-methoxy-2-naphthoyl)acetate (36 g, 0.132 mole), resorcinol (14.6 g, 0.132 mole) and phosphoryl chloride (32 ml) in benzene (200 ml) was refluxed for 3 hours. The reaction mixture was allowed to cool, poured into ice/water and filtered to give the crude product as a red solid. Recrystallisation from ethanol gave 7-hydroxy-4(6-methoxy-2-naphthyl)coumarin (28.9 g, 69%) m.p. 223°-225° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04148909
Source datasetuspto-grants-1979_04
ORD IDord-0cc757fde8a24228a1fc98fb32861b81
Source noteuspto-grants-1979_04