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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2186650Generated: October 26, 2026

2-Nitrotoluene → Benzaldehyde

https://huagongshe.com/reaction/2186650

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-NitrotolueneHCID 6944—
Reactant4-ChlorobenzaldehydeHCID 7726—
ReactantPotassium FluorideHCID 522689—
ReactantTetrakis(diethylamino)phosphonium bromideHCID 11036771—
SolventO-XyleneHCID 7237—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductBenzaldehydeHCID 240—
Product4-FluorobenzaldehydeHCID 68023—

Reaction Steps

At 60° C., a solution of 12.0 g (0.03 mol) of tetrakis(diethylamino)phosphonium bromide in 12 g of N-methylpyrrolidone (NMP), 174.3 g (3 mol) of potassium fluoride, 4.1 g (0.03 mol) of nitrotoluene and 18 ml of xylene are successively added to 421.7 g (3 mol) of 4-chlorobenzaldehyde (4-CBAL). The reaction mixture is dried by azeotropic distillation of the xylene under reduced pressure. After 24 hours at 1 90° C., the formation of 4-fluorobenzaldehyde (4-FBAL) and of benzaldehyde produced by dehalogenation, and the conversion of the reaction are determined by gas chromatography.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06407029B1
Source datasetuspto-grants-2002_06
ORD IDord-952e4b891acd47d899810b31b7163350
Source noteuspto-grants-2002_06