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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2268558Generated: October 30, 2026

3,5-Dimethoxyphenol → 2,3-Dimethoxy-7-[2-(3,5-dimethoxyphenoxy)ethyl]-4,5,6,7,8,9-hexahydro-1H-benzo[a]cycloheptene-1,4-dione

https://huagongshe.com/reaction/2268558

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,5-DimethoxyphenolHCID 10383—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Reactant7-(2-Hydroxyethyl)-2,3-dimethoxy-4,5,6,7,8,9-hexahydro-1H-benzo[a]cycloheptene-1,4-dioneHCID 18348573—
SolventTetrahydrofuranHCID 8028—
Product2,3-Dimethoxy-7-[2-(3,5-dimethoxyphenoxy)ethyl]-4,5,6,7,8,9-hexahydro-1H-benzo[a]cycloheptene-1,4-dioneHCID 1834851770.6%

Reaction Steps

To a solution of 7-(2-hydroxyethyl)-2,3-dimethoxy-4,5,6,7,8,9-hexahydro-1H-benzo[a]cycloheptene-1,4-dione (103 mg), 3,5-dimethoxyphenol (168 mg) and triphenylphosphine (125 mg) in THF (2 ml) was added a solution of diethyl azodicarboxylate (81 mg) in THF (1 ml) at room temperature. The reaction mixture was stirred at room temperature for 2 hr and then concentrated in vacuo. The residue was purified by alumina column chromatography(ethyl acetate:hexane=1:4) and then with recrystallization from ethyl acetate-hexane to obtain the entitled compound (108 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06326369B1
Source datasetuspto-grants-2001_12
ORD IDord-f503bd01a92e427cb7ea359bab9a5490
Source noteuspto-grants-2001_12