Acetyl chloride → 2-Acetamidophenylboronic acid

HRID 496107Notes

Reaction equation

HRID 496107 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(N(CC)CC)C.[C:18](Cl)(=[O:20])[CH3:19]>>[C:18]([NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[B:8]([OH:10])[OH:9])(=[O:20])[CH3:19]

Participants

4

Reactant 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 2773216(2-Aminophenyl)boronic acid

Product 1

HCID 27377892-Acetamidophenylboronic acidYield 63.5%

Procedure

A mixture of 2-aminophenylboronic acid (900 mg; 6.6 mmol), triethylamine (0.57 ml; 7 mmol) and acetylchloride (0.5 ml; 7 mmol) was stirred at rt. for 1 h. The reaction mixture was evaporated to dryness, stirred with H2O and filtered to give 750 mg (63%) product.

Workup

  1. customThe reaction mixture was evaporated to dryness
  2. stirringstirred with H2O
  3. filtrationfiltered

Sources & evidence

ORD record
ord-dbeb1fd7767f44af8e71bddcc891fb22
Source dataset
uspto-grants-2005_09
Patent number
US06943159B1

Reaction notes

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