Hydrogen Peroxide → HCID 20270736, compound

HRID 485567Notes

Reaction equation

HRID 485567 reaction equation
[C:1]1([CH:7]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([CH3:17])=[CH:13][CH:12]=2)[C:8]#[N:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-:18].[Na+].OO>[Cl-].C([N+](CCCC)(CCCC)CCCC)CCC.CO>[C:1]1([CH:7]([CH2:10][C:11]2[CH:12]=[CH:13][C:14]([CH3:17])=[CH:15][CH:16]=2)[C:8]([NH2:9])=[O:18])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

6

Reactant 3

HCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 12540224HCID 12540224, compound

Product 1

HCID 20270736HCID 20270736, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 70681Tetrabutylammonium ChlorideCatalystHCID 887MethanolSolvent

Procedure

221.3 Grams of 2-phenyl-3-(p-tolyl)-propionitrile (II-1), 40 g of a 25% aqueous sodium hydroxide solution, 291.5 g of a 35% aqueous hydrogen peroxide solution and 2.78 g of tetra-n-butylammonium chloride were mixed at 50° C. for 4 hours in 663.9 g of methanol. After the reaction was completed, methanol was distilled off and the formed precipitate was filtered out and washed with water to obtain 234.5 g of 2-phenyl-3-(p-tolyl)-propionamide (m.p.: 150°-151° C.) (I-1) in a yield of 98%.

Workup

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

Sources & evidence

ORD record
ord-dcf2ce8881e94a33ba6b3cdcc674badc
Source dataset
uspto-grants-1985_08
Patent number
US04536599

Reaction notes

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