Acetyl chloride → 2-Acetamidophenylboronic acid

HRID 1767617Notes

Reaction equation

HRID 1767617 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-2ace11fd48294c6085ef14e537ac708d
Source dataset
uspto-grants-2007_06
Patent number
US07235548B2

Reaction notes

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