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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1904720Generated: November 2, 2026

9-amino-3,4-dihydro-6-fluoroacridin-1(2H)-one → 1-Acridinol, 1,2,3,4-tetrahydro-9-amino-6-fluoro-

https://huagongshe.com/reaction/1904720

Reaction equation

Participants

RoleNameHCIDCharge
Reactant9-amino-3,4-dihydro-6-fluoroacridin-1(2H)-oneHCID 13935119—
ReactantAluminium lithium hydrideHCID 21226445—
SolventTetrahydrofuranHCID 8028—
Product1-Acridinol, 1,2,3,4-tetrahydro-9-amino-6-fluoro-HCID 302560799.1%

Reaction Steps

To a cooled suspension of 5.0 g of 9-amino-3,4-dihydro-6-fluoroacridin-1(2H)-one in 85 ml of tetrahydrofuran was added 22 ml of 1M solution of lithium aluminum hydride in tetrahydrofuran. This was stirred for 1 hour and then quenched with 8 ml of saturated ammonium chloride solution. The inorganics were filtered and rinsed with ethyl acetate, and the combined organics were dried over anhydrous magnesium sulfate. This was filtered and concentrated to obtain 5.0 g of powder, mp 203°-206° C. d. This was recrystallized from tetrahydrofuran/hexane to obtain 3.95 g of an analytically pure powder, mp 207°-209° C. d.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04839364
Source datasetuspto-grants-1989_06
ORD IDord-1de7ebc062f84c5c8d28dba0aa923675
Source noteuspto-grants-1989_06