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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1099338Generated: October 30, 2026

Nitrosobenzene → (E)-N-hydroxy-2-methyl-N,3-diphenylacrylamide

https://huagongshe.com/reaction/1099338

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrosobenzeneHCID 11473—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactantalpha-METHYLCINNAMALDEHYDEHCID 5372813—
SolventDichloromethaneHCID 6344—
Product(E)-N-hydroxy-2-methyl-N,3-diphenylacrylamideHCID 25115717—

Reaction Steps

DBU (15 mg, 0.1 mmol) was added under argon to a solution of (E)-2-methyl-3-phenylacrylaldehyde (146 mg, 1 mmol), nitrosobenzene (107 mg, 1 mmol) and catalyst (36.4 mg, 0.1 mmol) in dichloromethane (5 mL). The reaction mixture was stirred at room temperature for 10 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-3c3bd15da93b4e7485fed6a1e075a7de
Source noteuspto-grants-2012_03