Hydrogen Peroxide → HCID 20352152, compound

HRID 371967Notes

Reaction equation

HRID 371967 reaction equation
[OH-:1].[Na+].[OH:3][OH:4].[OH2:5].[C:6]([N:10]=[N:11][C:12]([C:19]#[N:20])([CH3:18])[CH2:13][CH2:14][C:15](Cl)=O)([CH3:9])([CH3:8])[CH3:7]>C1C=CC=CC=1>[C:6]([N:10]=[N:11][C:12]([C:19]#[N:20])([CH3:18])[CH2:13][CH2:14][C:15]([O:3][O:4][C:15](=[O:5])[CH2:14][CH2:13][C:12]([N:11]=[N:10][C:6]([CH3:7])([CH3:9])[CH3:8])([C:19]#[N:20])[CH3:18])=[O:1])([CH3:9])([CH3:8])[CH3:7]

Participants

6

Reactant 4

HCID 784Hydrogen PeroxideHCID 962WaterHCID 14798Sodium HydroxideHCID 152740244-[(E)-tert-Butyldiazenyl]-4-cyanopentanoyl chloride

Product 1

HCID 20352152HCID 20352152, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Conditions

Temperature
10 °C

Procedure

To a solution of 0.48 g. (.012 m) of sodium hydroxide and 0.40 g. (.006 m) of 50% hydrogen peroxide in 10 ml. water at 10° C was added a solution of 2.7 g. (.0118 m) of 4-t-butylazo-4-cyanovaleryl chloride in 10 ml. benzene over 5 minutes. After the addition was complete, the reaction was stirred an additional 1/2 hour at 10° C and 15 minutes more allowing the temperature to rise to 23° C. Another 10 ml. benzene was added, the benzene layer separated, washed with 30 ml. 10% NaHCO3 solution, 15 ml. water, dried over anhydrous sodium sulfate, filtered and the benzene stripped off. A white crystalline solid weighing 2.3 g. (93% yield) resulted.

Workup

  1. additionAfter the addition
  2. customto rise to 23° C
  3. customthe benzene layer separated
  4. washwashed with 30 ml
  5. dry with materialwater, dried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. custom(93% yield) resulted

Sources & evidence

ORD record
ord-9b102aecb9524ba68ab1f2df0d4ed657
Source dataset
uspto-grants-1978_05
Patent number
US04088642

Reaction notes

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