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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1099339Generated: October 31, 2026

Nitrosobenzene → (E)-N-hydroxy-3-(4-methoxyphenyl)-N-phenylacrylamide

https://huagongshe.com/reaction/1099339

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrosobenzeneHCID 11473—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactantp-METHOXYCINNAMALDEHYDEHCID 641294—
SolventDichloromethaneHCID 6344—
Product(E)-N-hydroxy-3-(4-methoxyphenyl)-N-phenylacrylamideHCID 14740422—

Reaction Steps

DBU (7.5 mg, 0.05 mmol) was added under argon to a solution of (E)-4-methoxycinnamaldehyde (162 mg, 1 mmol), nitrosobenzene (107 mg, 1 mmol) and catalyst (18.2 mg, 0.05 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-49154436f95d40fab3329f7a5798f36f
Source noteuspto-grants-2012_03