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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1598428Generated: November 2, 2026

Ethyl Acetate → 3-Ethyl-3,4-dihydro-1H-naphtho[2,3-c]pyran-5,10-dione

https://huagongshe.com/reaction/1598428

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant1,3-Butadienyl acetateHCID 15195—
ReactantHCID 18932707HCID 18932707—
SolventTolueneHCID 1140—
Product3-Ethyl-3,4-dihydro-1H-naphtho[2,3-c]pyran-5,10-dioneHCID 1893266420%

Reaction Steps

Following the procedure described in step 4, example 26, the starting quinone from step 3 herein (250 mg; 1.30 mmol) and 1-acetoxy-1,3-butadiene (876 μl; 7.8 mmol) were reacted in toluene (10 ml) to yield after chromatography using 2% ethyl acetate in toluene the title compound (62 mg; 20%) along with mixed fractions containing a lot of desired titled product (230 mg), M.P.: 98°-101° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05736523
Source datasetuspto-grants-1998_04
ORD IDord-6f4a5cc08de44bc8a673cce9bad67144
Source noteuspto-grants-1998_04