Water → Benzamide

HRID 368808Notes

Reaction equation

HRID 368808 reaction equation
[C:1](#[N:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH2:9]>C(O)C.[B-](F)(F)(F)F.[Ag+]>[C:1]([NH2:8])(=[O:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 962WaterHCID 7505Benzonitrile

Product 1

HCID 2331BenzamideYield 87,407.398%

Reagents, catalysts & solvents 2

HCID 159722Silver tetrafluoroborateCatalystHCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

(0.0045 g, 0.0097 mmol) of the catalyst of Example 4, was dissolved in a vigorously stirred mixture of benzonitrile (3.5 g, 0.034 mmol), ethanol (7 cm3) and water (2 ml, 0.06 mmol). To this was added an excess of AgBF4 (0.0045 g, 0.019 mmol) and the reaction mixture refluxed at 90° C. for five hours. After cooling, it was filtered to remove the precipitated AgCl. The solvent was then removed under reduced pressure to give benzamide (3.60 g, 87%), which was dried in vacuo.

Workup

  1. temperatureAfter cooling
  2. filtrationit was filtered
  3. customto remove the precipitated AgCl
  4. customThe solvent was then removed under reduced pressure

Sources & evidence

ORD record
ord-00f1e45ceaee4fe2b9f95495f715fcc8
Source dataset
uspto-grants-2000_10
Patent number
US06133478

Reaction notes

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