tert-Butyl hydroperoxide → 4-Benzoyloxy-1-cumyloxy-2,2,6,6-tetramethylpiperidine

HRID 1650030

Reaktionsgleichung

Reaktionsgleichung von HRID 1650030
[C:1]([O:9][CH:10]1[CH2:15][C:14]([CH3:17])([CH3:16])[NH:13][C:12]([CH3:19])([CH3:18])[CH2:11]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:20]([O:24]O)([CH3:23])([CH3:22])[CH3:21]>[Mo](=O)(=O)=O.C1(C(C)C)C=CC=CC=1>[C:1]([O:9][CH:10]1[CH2:15][C:14]([CH3:17])([CH3:16])[N:13]([O:24][C:20]([C:23]2[CH:6]=[CH:7][CH:2]=[CH:3][CH:4]=2)([CH3:22])[CH3:21])[C:12]([CH3:19])([CH3:18])[CH2:11]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 2

HCID 6410tert-Butyl hydroperoxideHCID 5799672,2,6,6-Tetramethyl-4-piperidyl benzoate

Produkt 1

HCID 198552694-Benzoyloxy-1-cumyloxy-2,2,6,6-tetramethylpiperidineAusbeute 76 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 14802Molybdenum trioxideKatalysatorHCID 7406CumeneLösungsmittel

Reaktionsbedingungen

Temperatur
95 °C

Versuchsvorschrift

A mixture of 10.1 g (38.6 mmol) of 4-benzoyloxy-2,2,6,6-tetramethylpiperidine, 15.6 g (155 mmol) of 90% aqueous tert-butyl hydroperoxide, 600 mg of molybdenum trioxide and 60 ml of cumene is heated at 95° C. for two hours. The catalyst is removed by filtration and the filtrate is then evaporated at reduced pressure. The residual red oil is chromatographed on silica gel to afford 5.8 g (38% yield) of a white powder, m.p. 105°-108° C.

Aufarbeitung

  1. customThe catalyst is removed by filtration
  2. customthe filtrate is then evaporated at reduced pressure
  3. customThe residual red oil is chromatographed on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-2b7f0248b9274b6fa1e9907b4112fdc3
Quelldatensatz
uspto-grants-1990_05
Patentnummer
US04921962

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