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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2268557Generated: October 31, 2026

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

https://huagongshe.com/reaction/2268557

Reaction equation

Participants

RoleNameHCIDCharge
ReactantP-CresolHCID 2879—
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-(4-methylphenoxy)ethyl]-4,5,6,7,8,9-hexahydro-1H-benzo[a]cycloheptene-1,4-dioneHCID 1834866458.8%

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), p-cresol (118 mg) and triphenylphosphine (121 mg) in THF (2 ml) was added a solution of diethyl azodicarboxylate (87 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=1:10) and then with recrystallization from duisopropylether-hexane to obtain the entitled compound (80 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06326369B1
Source datasetuspto-grants-2001_12
ORD IDord-b1160e63488e4cf7902514e2edfbb45b
Source noteuspto-grants-2001_12