Water → Bis(1-cyclooctyloxy-2,2,6,6-tetramethylpiperidin-4-yl)sebacate

HRID 1590950

Reaktionsgleichung

Reaktionsgleichung von HRID 1590950
[CH3:1][C:2]1([CH3:34])[CH2:7][CH:6]([O:8][C:9](=[O:31])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]([O:20][CH:21]2[CH2:26][C:25]([CH3:28])([CH3:27])[NH:24][C:23]([CH3:30])([CH3:29])[CH2:22]2)=[O:19])[CH2:5][C:4]([CH3:33])([CH3:32])[NH:3]1.[CH2:35]1[CH2:42][CH2:41][CH2:40][CH2:39][CH2:38][CH2:37][CH2:36]1.[C:43]([O:47]O)(C)([CH3:45])[CH3:44].[OH2:49]>[Mo](=O)(=O)=O>[CH:35]1([O:49][N:24]2[C:23]([CH3:30])([CH3:29])[CH2:22][CH:21]([O:20][C:18](=[O:19])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][C:9]([O:8][CH:6]3[CH2:7][C:2]([CH3:34])([CH3:1])[N:3]([O:47][CH:43]4[CH2:45][CH2:7][CH2:6][CH2:5][CH2:4][CH2:32][CH2:44]4)[C:4]([CH3:33])([CH3:32])[CH2:5]3)=[O:31])[CH2:26][C:25]2([CH3:28])[CH3:27])[CH2:42][CH2:41][CH2:40][CH2:39][CH2:38][CH2:37][CH2:36]1

Komponenten

6

Edukt 4

HCID 962WaterHCID 6410tert-Butyl hydroperoxideHCID 9266CyclooctaneHCID 164282Tinuvin 770

Produkt 1

HCID 19768323Bis(1-cyclooctyloxy-2,2,6,6-tetramethylpiperidin-4-yl)sebacateAusbeute 68 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 14802Molybdenum trioxideKatalysator

Reaktionsbedingungen

Temperatur
118 °C

Versuchsvorschrift

A mixture of 75 g (156 mmol) of bis(2,2,6,6-tetramethylpiperidin-4-yl)sebacate, 1.3 g of molybdenum trioxide, and 475 ml of cyclooctane is heated to 118° C. To this mixture is added 130 g (1.01 mol) of 70% aq. t-butyl hydroperoxide during a 5 hour period. The reaction mixture is maintained at reflux during the addition, and water is collected in a Dean-Stark trap. The red reaction mixture is heated for 7 hours after the addition to discharge the red color. Solids are removed by filtration, and the filtrate is evaporated to give a yellow oil. Purification (Waters Prep. 500 A HPLC, 20:1 hexane: ethyl acetate) affords 78.7 g (68%) of the title compound, a colorless syrup.

Aufarbeitung

  1. temperatureThe reaction mixture is maintained
  2. customis collected in a Dean-Stark trap
  3. customThe red reaction mixture
  4. temperatureis heated for 7 hours
  5. additionafter the addition
  6. customSolids are removed by filtration
  7. customthe filtrate is evaporated
  8. customto give a yellow oil
  9. customPurification (Waters Prep

Quellen und Nachweise

ORD-Eintrag
ord-135339ad1ec14beebaec2bacd700cfd8
Quelldatensatz
uspto-grants-1993_04
Patentnummer
US05204473

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