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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2207147Generated: October 30, 2026

Crotonaldehyde → 3,4-dimethoxy-N-[(E)-5-oxopent-3-enyl]-N-phenyl-benzamide

https://huagongshe.com/reaction/2207147

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCrotonaldehydeHCID 447466—
ReactantHCID 118557960HCID 118557960—
Catalyst(1,3-Bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene)(dichloro)((2-((propan-2-yl)oxy)phenyl)methylidene)rutheniumHCID 11763533—
SolventDichloromethaneHCID 6344—
Product3,4-dimethoxy-N-[(E)-5-oxopent-3-enyl]-N-phenyl-benzamideHCID 11855783797%

Reaction Conditions

Temperature40 °C

Reaction Steps

Crotonaldehyde (0.5 mL, 3 equiv) was added to a solution of compound 34 (608 mg, 1.95 mmol) in degassed CH2Cl2 (17 mL). Hoveyda-Grubbs' 2nd (31 mg, 2.5% mol) was added and the reaction mixture was heated to 40° C. under Ar atmosphere overnight. The reaction mixture was filtered over Celite and the filtrate was concentrated to dryness. The residue was purified by column chromatography on SiO2 (Petroleum ether/EtOAc=2:3) to afford the title compound 35 as white solid (Yield 644 mg, 97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376387B2
Source datasetuspto-grants-2016_06
ORD IDord-195c16f0539b450585eca6accd085c17
Source noteuspto-grants-2016_06