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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2268559Generated: October 30, 2026

Acetaminophen → HCID 18348668, compound

https://huagongshe.com/reaction/2268559

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetaminophenHCID 1983—
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—
ProductHCID 18348668HCID 1834866862.4%

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 (101 mg), p-hydroxyacetanilide (166 mg), and triphenylphosphine (126 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 80 min and concentrated. The residue was purified successively by silica gel column chromatography (eluent:ethyl acetate/hexane=1/1) and by alumina column chromatography (eluent:ethyl acetate/hexane=1/1) and then with recrystallization from ethyl acetate-hexane to obtain the entitled compound (93 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06326369B1
Source datasetuspto-grants-2001_12
ORD IDord-b584b7a69a1d47bb95f24a5eea626d99
Source noteuspto-grants-2001_12