Water → HCID 21412720, compound

HRID 2071862Notes

Reaction equation

HRID 2071862 reaction equation
C(=O)([O-])O[O:3][O:4][C:5]([CH3:8])([CH3:7])[CH3:6].[K+].CN(C)[CH:14]=[O:15].[C:17]([N:21]=[N:22][C:23](Cl)([CH2:25][CH3:26])[CH3:24])([CH3:20])([CH3:19])[CH3:18].[OH2:28]>CCCCC>[C:17]([N:21]=[N:22][C:23]([O:28][C:14]([O:3][O:4][C:5]([CH3:6])([CH3:7])[CH3:8])=[O:15])([CH2:25][CH3:26])[CH3:24])([CH3:20])([CH3:19])[CH3:18]

Participants

6

Reactant 4

HCID 962WaterHCID 6228DimethylformamideHCID 1077363057910-78-8HCID 23708493HCID 23708493, compound

Product 1

HCID 21412720HCID 21412720, compound

Reagents, catalysts & solvents 1

HCID 8003PentaneSolvent

Procedure

To a stirred slurry of 18.9 grams (0.11 mole) potassium t-butylperoxy carbonate in 80 ml. of N,N-dimethylformamide in a 250 ml round bottom flask was slowly added 17.66 grams (0.1 mole)2-t-butylazo-2-chlorobutane. After the addition was complete the reaction was stirred for 5 hours at room temperature and poured into 350 ml water. The product was taken up in 100 ml pentane and the pentane solution washed with 5% HCl, water and saturated sodium bicarbonate solution. The pentane solution was dried over anhydrous sodium sulfate, filtered and the pentane evaporated under reduced pressure. The residue weighed 22.9 grams (83% yield) and its infrared spectrum was in agreement with the structure of 2-t-butylazo-2-(t-butyl-peroxycarbonyloxy)butane (strong carbonyl band at 1750 cm31 1).

Workup

  1. additionAfter the addition
  2. washthe pentane solution washed with 5% HCl, water and saturated sodium bicarbonate solution
  3. dry with materialThe pentane solution was dried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. customthe pentane evaporated under reduced pressure

Sources & evidence

ORD record
ord-15ab07b800e24577944100901183f136
Source dataset
uspto-grants-1977_09
Patent number
US04048423

Reaction notes

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