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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1907074Generated: November 2, 2026

Acridine → Acridan

https://huagongshe.com/reaction/1907074

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcridineHCID 9215—
ReactantSodium BicarbonateHCID 516892—
ReactantAluminium lithium hydrideHCID 21226445—
SolventTetrahydrofuranHCID 8028—
ProductAcridanHCID 710682%

Reaction Steps

Under a nitrogen atmosphere, acridine (17.19 g, 95.92 mmol) and THF (300 ml) were introduced into a round-bottom flask. At 0° C., LiAlH4 (14.56 g, 383.66 mmol) was slowly added in halves twice thereto, followed by stirring at room temperature for 4 hours. At 0° C., the resultant product was slowly added with a sodium bicarbonate solution, and then extracted with methylene chloride and distilled water. The extracted layer was dried with sodium sulfate so as to filtrate and concentrate an organic solvent. Then, the resultant product was columned by methylene chloride and hexane (n-Hexane:MC=8:2) so as to obtain a required compound, 9,10-dihydroacridine (white solid, 14 g, 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08597802B2
Source datasetuspto-grants-2013_12
ORD IDord-4386054303d14f48a0b1050cf84468e6
Source noteuspto-grants-2013_12