Hydrogen Peroxide → Benzeneacetamide

HRID 485568Notes

Reaction equation

HRID 485568 reaction equation
[C:1]1([CH2:7][C:8]#[N:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-:10].[K+].OO>[Cl-].C([N+](CC)(CC)CC1C=CC=CC=1)C.C(O)(C)C>[C:1]1([CH2:7][C:8]([NH2:9])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 3

HCID 784Hydrogen PeroxideHCID 8794PhenylacetonitrileHCID 14797Potassium Hydroxide

Product 1

HCID 7680BenzeneacetamideYield 95%

Reagents, catalysts & solvents 2

HCID 66133Benzyl triethylammonium chlorideCatalystHCID 3776IsopropanolSolvent2×

Procedure

117.2 Grams of phenylacetonitrile (II-2), 56.1 g of a 25% aqueous potassium hydroxide solution, 291.5 g of a 35% aqueous hydrogen peroxide solution and 1.78 g of triethylbenzylammonium chloride were mixed at 50° C. for 4 hours in 351.6 g of isopropanol. After completion of the reaction, isopropanol was distilled off and the formed precipitate was filtered out and washed with water to obtain 128.5 g of phenylacetamide (m.p.: 155° C.) (I-2) in a yield of 95%.

Workup

  1. distillationwas distilled off
  2. filtrationthe formed precipitate was filtered out
  3. washwashed with water

Sources & evidence

ORD record
ord-c4a7364c4b974fe392e1c0d2c8896e81
Source dataset
uspto-grants-1985_08
Patent number
US04536599

Reaction notes

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