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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1099341Generated: October 27, 2026

Nitrosobenzene → (E)-Ethyl 3-(N-hydroxy-N-phenylcarbamoyl)acrylate

https://huagongshe.com/reaction/1099341

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrosobenzeneHCID 11473—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantEthyl (2E)-4-oxo-2-butenoateHCID 7019541—
SolventDichloromethaneHCID 6344—
Product(E)-Ethyl 3-(N-hydroxy-N-phenylcarbamoyl)acrylateHCID 24938706—

Reaction Steps

DBU (7.5 mg, 0.05 mmol) was added under argon to a solution of (E)-ethyl 3-formylacrylate (128 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-4f97de6896844f3697e8613ec05bf2be
Source noteuspto-grants-2012_03