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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1099346Generated: October 30, 2026

Benzaldehyde → N-hydroxy-N-o-tolylbenzamide

https://huagongshe.com/reaction/1099346

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehydeHCID 240—
Reactant2-NitrosotolueneHCID 11909—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
SolventDichloromethaneHCID 6344—
ProductN-hydroxy-N-o-tolylbenzamideHCID 11320141—

Reaction Steps

DBU (15 mg, 0.1 mmol) was added under argon to a solution of benzaldehyde (106 mg, 1 mmol), 1-methyl-2-nitrosobenzene (121 mg, 1 mmol) and catalyst (36.4 mg, 0.1 mmol) in dichloromethane (5 ml). The reaction mixture was stirred at room temperature for 60 min. The solvent was removed under vacuum, and the residue was purified by flash silica gel column chromatography using hexane and ethyl acetate as the eluents.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08143423B2
Source datasetuspto-grants-2012_03
ORD IDord-e23d33c88e1a4b4daeef60ef87dc7582
Source noteuspto-grants-2012_03