tert-Butyl hydroperoxide → N-cyclohexyloxy-4-oxo-2,2,6,6-tetramethylpiperidine

HRID 567217

반응식

HRID 567217 반응식
[CH2:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C(OO)(C)(C)C.[OH:13][N:14]1[C:19]([CH3:21])([CH3:20])[CH2:18][C:17](=[O:22])[CH2:16][C:15]1([CH3:24])[CH3:23]>[Mo](=O)(=O)=O.O>[CH:1]1([O:13][N:14]2[C:19]([CH3:20])([CH3:21])[CH2:18][C:17](=[O:22])[CH2:16][C:15]2([CH3:24])[CH3:23])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

참가 물질

6

반응물 3

HCID 6410tert-Butyl hydroperoxideHCID 8078CyclohexaneHCID 986421-Hydroxy-2,2,6,6-tetramethyl-4-oxopiperidine

생성물 1

HCID 22019868N-cyclohexyloxy-4-oxo-2,2,6,6-tetramethylpiperidine수율 98.7%

시약·촉매·용매 2

HCID 14802Molybdenum trioxide촉매2회HCID 962Water용매

실험 절차

A mixture of cyclohexane (215 ml, 2.0 moles), t-butyl hydroperoxide, 70% aqueous (77.1 g, 0.6 moles), molybdenum trioxide (1.44 g, 0.01 moles) and 1-oxyl-2,2,6,6-tetramethyl-4-piperidone (34 g, 0.2 moles) is charged into a 500 ml flask equipped with a Barrett trap. The mixture is stirred at reflux (80° C.) for two hours until no more water is collected. Then, the mixture is filtered by gravity into a pressure bottle and molybdenum trioxide (1.44 g, 0.01 mole) is added. Subsequently, the mixture is heated under stirring to 105° C. (2.34 bar) and held for 5 hours, until the color changes from deep orange to pale yellow. The mixture is filtered and the clear solution is washed with 10% aqueous sodium sulfite (100 ml) and subsequently with water (2×50 ml). The obtained clear solution is dried over sodium sulfate and then concentrated to give 50 g of the desired material as a clear yellow oil (Mass spectrum: m/e=253)

후처리

  1. additionis charged into a 500 ml flask
  2. customequipped with a Barrett trap
  3. customis collected
  4. additionis added
  5. temperatureSubsequently, the mixture is heated
  6. stirringunder stirring to 105° C. (2.34 bar)
  7. filtrationThe mixture is filtered
  8. washthe clear solution is washed with 10% aqueous sodium sulfite (100 ml) and subsequently with water (2×50 ml)
  9. dry with materialThe obtained clear solution is dried over sodium sulfate
  10. concentrationconcentrated

출처 및 근거

ORD 기록
ord-0d1e3879d9e243b693aac939adcba4c6
출처 데이터셋
uspto-grants-2001_01
특허 번호
US06177491B1

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