Potassium Chloride → 2-t-Butylazo-2-(t-butylperoxy)-4-methylpentane

HRID 616576

반응식

HRID 616576 반응식
[OH-].[K+].[C:3]([O:7][OH:8])([CH3:6])([CH3:5])[CH3:4].[C:9]([N:13]=[N:14][C:15](Cl)([CH2:17][CH:18]([CH3:20])[CH3:19])[CH3:16])([CH3:12])([CH3:11])[CH3:10].[OH-].[Na+].[Cl-].[K+]>O>[C:9]([N:13]=[N:14][C:15]([O:8][O:7][C:3]([CH3:6])([CH3:5])[CH3:4])([CH2:17][CH:18]([CH3:20])[CH3:19])[CH3:16])([CH3:12])([CH3:11])[CH3:10]

참가 물질

7

반응물 5

HCID 4873Potassium ChlorideHCID 6410tert-Butyl hydroperoxideHCID 14797Potassium HydroxideHCID 14798Sodium HydroxideHCID 23344796(E)-1-tert-Butyl-2-(2-chloro-4-methylpentan-2-yl)diazene

생성물 1

HCID 233448092-t-Butylazo-2-(t-butylperoxy)-4-methylpentane수율 89%

시약·촉매·용매 1

HCID 962Water용매2회

반응 조건

온도
15 °C

실험 절차

To a solution of 36.2 grams (0.55 moles) of 85% potassium hydroxide in 75 ml. of water, cooled to 15° C in a 2 liter jacketed reactor was added 70 grams (0.70 moles) of 90% t-butylhydroperoxide slowly and with rapid stirring. The temperature was held at 20°-25° C by the rate of addition and by circulating 15° C water through the reactor jacket. After the addition was complete, the reaction was stirred for 20 minutes at 15° C and then 102 grams (0.5 moles) of 2-t-butylazo-2-chloro-4-methylpentane was added dropwise over a 40 minute period holding the temperature at 18°-20° C. After the addition was complete the reaction was stirred for 15 minutes at 20° C. It was then cooled to 0°-5° C and stirred for 45 minutes. A 0.2 mole (16 grams) portion of 50% NaOH was then added and the reaction stirred for 15 minutes. Ice water was then added until the potassium chloride dissolved. The mixture was extracted with 200ml. of pentane, the pentane extract washed with ice cold water, saturated NaHCO3 solution, dried over anhydrous sodium sulfate, filtered and the pentane evaporated under reduced pressure at 10° C to leave 114.2 grams (89% yield) of crude 2-t-butylazo-2-(t-butylperoxy)-4-methylpentane. The crude azo-peroxide assayed 82% when compared with an analytical standard obtained by low temperature recrystallization using an infrared analysis technique.

후처리

  1. additionThe temperature was held at 20°-25° C by the rate of addition
  2. customby circulating 15° C
  3. additionAfter the addition
  4. customat 18°-20° C
  5. additionAfter the addition
  6. stirringwas stirred for 15 minutes at 20° C
  7. temperatureIt was then cooled to 0°-5° C
  8. stirringstirred for 45 minutes
  9. stirringthe reaction stirred for 15 minutes
  10. dissolutiondissolved
  11. extractionThe mixture was extracted with 200ml
  12. extractionof pentane, the pentane extract
  13. washwashed with ice cold water, saturated NaHCO3 solution
  14. dry with materialdried over anhydrous sodium sulfate
  15. filtrationfiltered
  16. customthe pentane evaporated under reduced pressure at 10° C

출처 및 근거

ORD 기록
ord-fb67efad19964ba79e6405cd3a2a6ae7
출처 데이터셋
uspto-grants-1978_02
특허 번호
US04075199

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