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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1763012Generated: October 30, 2026

Benzene, 1-(chloromethyl)-2-fluoro- → HCID 13756053, compound

https://huagongshe.com/reaction/1763012

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzene, 1-(chloromethyl)-2-fluoro-HCID 9580—
ReactantSodium HydroxideHCID 14798—
Reactant9-amino-3,4-dihydroacridin-1(2H)-oneHCID 184361—
CatalystTetrabutylammonium hydrogen sulfateHCID 94433—
SolventDichloromethaneHCID 6344—
ProductHCID 13756053HCID 13756053—

Reaction Steps

In a mixture consisting of 150ml of dichloromethane and 100ml of 50% NaOH were comined 5.00 g of 9-amino-3,4-dihydro-acridin-1(2H)-one, 3ml (1 eq) of 2-fluorobenzylchloride and 1.20 g (0.15 eq) of tetrabutylammonium hydrogen sulfate. The bisphasic mixture was mechanically stirred overnight and 3ml of 2-fluorobenzylchloride was again added. After 4 hours of further stirring, the reaction was complete based on thin layer chromatography. The reaction mixture was partitioned between water and dichloromethane and the dichloromethane layer was separated, dried over MgSO4, filtered and evaporated to a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04835275
Source datasetuspto-grants-1989_05
ORD IDord-207f579c2bef4767baf95abd2d84ead2
Source noteuspto-grants-1989_05