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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1900758Generated: October 29, 2026

Chloroform → (+)-2-Formylaminomethyl-5-methyl-2,3,6,7-tetrahydrofuro-[2,3-f]quinoline-7-one

https://huagongshe.com/reaction/1900758

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
ReactantAcetic AnhydrideHCID 7918—
ReactantFormic anhydrideHCID 9548680—
Reactant2-Aminomethyl-5-methyl-2,3,6,7-tetrahydrofuro[2,3-f]quinoline-7-oneHCID 23369567—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
Product(+)-2-Formylaminomethyl-5-methyl-2,3,6,7-tetrahydrofuro-[2,3-f]quinoline-7-oneHCID 23369729—

Reaction Conditions

Temperature70 °C

Reaction Steps

(+)-2-Aminomethyl-5-methyl-2,3,6,7-tetrahydrofuro-[2,3-f]quinoline-7-one (1.17 g, 5.08 mmol) was suspended in tetrahydrofuran (30 ml)--chloroform (30 ml). To the suspension, acetic anhydride--formic anhydride (2.24 g, 25.4 mmol) was added, and refluxed with heat in a bath of 70° C. for 3 hours. The resulting reaction mixture was cooled at room temperature, and combined with ether. The insoluble matter, which was collected by filtration, was recrystallized from chloroform--methanol--ether. As a result, 460 mg of the title compound was obtained as colorless powder (35.1%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05576324
Source datasetuspto-grants-1996_11
ORD IDord-ee8cc227b1ce4f5fb8424173ad72672b
Source noteuspto-grants-1996_11