Acryloyl chloride → [2-(Acryloylamino)phenyl]boronic acid

HRID 1672080Notes

Reaction equation

HRID 1672080 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[B:8]([OH:10])[OH:9].[C:11](Cl)(=[O:14])[CH:12]=[CH2:13]>>[C:11]([NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[B:8]([OH:10])[OH:9])(=[O:14])[CH:12]=[CH2:13]

Participants

3

Reactant 2

HCID 13140Acryloyl chlorideHCID 2773216(2-Aminophenyl)boronic acid

Product 1

HCID 18997948[2-(Acryloylamino)phenyl]boronic acid

Procedure

2-Acrylamido-phenylboronic acid (“2-APB”) was synthesised by reacting 2-aminophenylboronic acid with an excess of acryloyl chloride in an aqueous alkaline solution. The product was extracted in acetone and dried using a rotary evaporator. The structure of 2-APB was confirmed using NMR. The purity was shown to be greater than 90%.

Workup

  1. extractionThe product was extracted in acetone
  2. customdried
  3. customa rotary evaporator

Sources & evidence

ORD record
ord-c9c9a4b33ddf48fe807c7296e777bb94
Source dataset
uspto-grants-2011_08
Patent number
US07998412B2

Reaction notes

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