Acryloyl chloride → Acrylate

HRID 580358Notes

Reaction equation

HRID 580358 reaction equation
[Cl:1][C:2](=[CH2:6])[C:3]([O-:5])=[O:4].C([Cl:11])(=O)C=C.ClCl>>[C:3]([O-:5])(=[O:4])[CH:2]=[CH2:6].[Cl:1][CH:2]([CH2:6][Cl:11])[C:3]([O-:5])=[O:4]

Participants

5

Reactant 3

HCID 13140Acryloyl chlorideHCID 24526ChlorineHCID 6993312HCID 6993312, compound

Product 2

HCID 25188AcrylateHCID 23046803HCID 23046803, compound

Procedure

In the case of an α-chloroacrylate monomer, an acrylate is synthesized by the reaction of acrylic acid chloride with an alcohol corresponding to the ester to be prepared or with its alkali salt, and reacted with chlorine gas to obtain an α, β-dichloropropionate, and then an equimolar amount of quinoline or pyridine is added thereto and the mixture is subjected to distillation under reduced pressure or to refluxing, followed by filtration, extraction and separation by column chromatography, to obtain a desired α-chloroacrylate monomer.

Workup

  1. customto be prepared or with its alkali salt

Sources & evidence

ORD record
ord-515ac56b07174edabb175209aa9b3aaa
Source dataset
uspto-grants-1988_06
Patent number
US04752635

Reaction notes

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