Potassium Carbonate → 2-(1-Acetyl-2,2,6,6-tetramethylpiperidin-4-oxy)-4-(1-hydroxyl-2,2,6,6-tetramethylpiperidin-4-oxy)-6-(2,2,6,6-tetramethylpiperidin-1-yl)-1,3,5-triazine

HRID 345996Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 345996
Cl[C:2]1[N:7]=[C:6]([O:8][CH:9]2[CH2:14][C:13]([CH3:16])([CH3:15])[N:12]([OH:17])[C:11]([CH3:19])([CH3:18])[CH2:10]2)[N:5]=[C:4]([N:20]2[C:25]([CH3:27])([CH3:26])[CH2:24][CH2:23][CH2:22][C:21]2([CH3:29])[CH3:28])[N:3]=1.[OH-].[K+].C(=O)([O-])[O-].[K+].[K+].[C:38]([N:41]1[C:46]([CH3:48])([CH3:47])[CH2:45][CH:44]([OH:49])[CH2:43][C:42]1([CH3:51])[CH3:50])(=[O:40])[CH3:39]>C1(C)C=CC=CC=1.S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC.O>[C:38]([N:41]1[C:42]([CH3:51])([CH3:50])[CH2:43][CH:44]([O:49][C:2]2[N:7]=[C:6]([O:8][CH:9]3[CH2:14][C:13]([CH3:16])([CH3:15])[N:12]([OH:17])[C:11]([CH3:19])([CH3:18])[CH2:10]3)[N:5]=[C:4]([N:20]3[C:25]([CH3:27])([CH3:26])[CH2:24][CH2:23][CH2:22][C:21]3([CH3:29])[CH3:28])[N:3]=2)[CH2:45][C:46]1([CH3:48])[CH3:47])(=[O:40])[CH3:39]

Komponenten

8

Edukt 4

HCID 11430Potassium CarbonateHCID 14797Potassium HydroxideHCID 145493121-(4-Hydroxy-2,2,6,6-tetramethylpiperidin-1-yl)ethan-1-oneHCID 199917962-Chloro-4-(1-hydroxyl-2,2,6,6-tetramethylpiperidin-4-oxy)-6-(2,2,6,6-tetramethylpiperidin-1-yl)-1,3,5-triazine2×

Produkt 1

HCID 199917822-(1-Acetyl-2,2,6,6-tetramethylpiperidin-4-oxy)-4-(1-hydroxyl-2,2,6,6-tetramethylpiperidin-4-oxy)-6-(2,2,6,6-tetramethylpiperidin-1-yl)-1,3,5-triazine

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 94433Tetrabutylammonium hydrogen sulfateKatalysatorHCID 962WaterLösungsmittelHCID 1140TolueneLösungsmittel

Versuchsvorschrift

4 g of 2-chloro-4-(1-hydroxyl-2,2,6,6-tetramethylpiperidin-4-oxy)-6-(2,2,6,6-tetramethylpiperidin-1-yl)-1,3,5-triazine (product from Example 36) are dissolved in 30 ml of toluene, after which 2.6 g of pulverized KOH, 1 g of potassium carbonate and 0.15 g of tetrabutylammonium hydrogen sulfate are added. 1.95 g of 1-acetyl-2,2,6,6-tetramethyl-4-hydroxypiperidine are added with stirring. The mixture is warmed to 60° for 17 hours. After cooling, 30 ml of water are added. The phases are separated. The organic phase is dried over Na2SO4 and evaporated. After recrystalling from methylene chloride/hexane, dissolving the product in hexane/acetic acid and chromatographic purification on an SiO2 column, the above product, which melts at 175°-176°, is obtained.

Aufarbeitung

  1. temperatureThe mixture is warmed to 60° for 17 hours
  2. temperatureAfter cooling
  3. customThe phases are separated
  4. dry with materialThe organic phase is dried over Na2SO4
  5. customevaporated
  6. dissolutiondissolving the product in hexane/acetic acid
  7. customchromatographic purification on an SiO2 column
  8. customthe above product, which melts at 175°-176°, is obtained

Quellen und Nachweise

ORD-Eintrag
ord-2de703f90ef243378d4f1d60e919c3a2
Quelldatensatz
uspto-grants-1991_10
Patentnummer
US05059689

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