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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2306139Generated: November 4, 2026

Formamide → 2-Propenamide, 3-phenyl-

https://huagongshe.com/reaction/2306139

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormamideHCID 713—
Reactantbeta-BromostyreneHCID 7667—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
CatalystHCID 178418476HCID 178418476—
SolventDimethylacetamideHCID 31374—
Product2-Propenamide, 3-phenyl-HCID 12135—

Reaction Conditions

Temperature120 °C

Reaction Steps

0.249 g of bis(triphenylphosphine)-palladium(II) chloride, 6.51 g of (2-bromovinyl)benzene, 3.03 g of formamide, 4.78 g of 4-dimethylamino-pyridine and 25 ml of dimethylacetamide are placed in a 200 ml glass autoclave. The autoclave is closed, flushed with nitrogen three times and then 5 bars carbon monoxide are applied. The reaction mixture is heated to 120° C. and stirred for 18 hours. It is then cooled, and the solution is diluted with diethylether and water, and extracted. The aqueous phase is extracted by shaking 3 times with diethylether, and afterwards the organic phases are collected, dried over magnesium sulphate and concentrated. The oil obtained is chromatographed over silica gel. The yield of title compound is 26% (part of the product remains in the water phase).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06441233B1
Source datasetuspto-grants-2002_08
ORD IDord-7b468c89fba541b7afcff5a03bed3224
Source noteuspto-grants-2002_08