Acryloyl chloride → 3-Acrylamidophenylboronic acid

HRID 884309Notes

Reaction equation

HRID 884309 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([B:8]([OH:10])[OH:9])[CH:5]=[CH:6][CH:7]=1.[C:11](Cl)(=[O:14])[CH:12]=[CH2:13]>>[C:11]([NH:1][C:2]1[CH:3]=[C:4]([B:8]([OH:10])[OH:9])[CH:5]=[CH:6][CH:7]=1)(=[O:14])[CH:12]=[CH2:13]

Participants

3

Reactant 2

HCID 13140Acryloyl chlorideHCID 922693-Aminophenylboronic acid

Product 1

HCID 103213313-Acrylamidophenylboronic acid

Procedure

3-Acrylamido-phenylboronic acid (“3-APB”) was synthesised by reacting 3-amino phenylboronic 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 3-APB was confirmed using NMR. The purity was about 90%, TLC showing very little contamination.

Workup

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

Sources & evidence

ORD record
ord-388bda6ba2de4b31a381f4a1d3373c80
Source dataset
uspto-grants-2012_08
Patent number
US08241574B2

Reaction notes

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