Hydrogen Peroxide → Tinuvin 123

HRID 1261747

Reaktionsgleichung

Reaktionsgleichung von HRID 1261747
[C:1]([O:25][CH:26]1[CH2:31][C:30]([CH3:33])([CH3:32])[N:29]([OH:34])[C:28]([CH3:36])([CH3:35])[CH2:27]1)(=[O:24])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([O:12][CH:13]1[CH2:18][C:17]([CH3:20])([CH3:19])[N:16]([OH:21])[C:15]([CH3:23])([CH3:22])[CH2:14]1)=[O:11].[Cl-].[Ca+2].[Cl-].OO.C(=O)[CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH3:50].[OH-].[Na+]>C1(C)C=CC=CC=1.C(O)(=O)C>[C:1]([O:25][CH:26]1[CH2:27][C:28]([CH3:36])([CH3:35])[N:29]([O:34][CH2:50][CH2:49][CH2:48][CH2:47][CH2:46][CH2:45][CH2:44][CH3:43])[C:30]([CH3:33])([CH3:32])[CH2:31]1)(=[O:24])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([O:12][CH:13]1[CH2:14][C:15]([CH3:22])([CH3:23])[N:16]([O:21][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])[C:17]([CH3:19])([CH3:20])[CH2:18]1)=[O:11]

Komponenten

7

Edukt 5

HCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 31289NonanalHCID 5284359Calcium ChlorideHCID 11272241Bis(1-hydroxy-2,2,6,6-tetramethyl-4-piperidinyl)decandioate

Produkt 1

HCID 3592789Tinuvin 123

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 18331056Acetic acid tolueneLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

10.0 g Bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl) sebacate (Prostab 5415, commercial product of Ciba Specialty Chemicals Inc.) are dissolved in 50 ml toluene/acetic acid (1:1) and 2.5 g calcium chloride are added. 10 ml 50% aqueous hydrogen peroxide are added, followed by 20 ml nonanal and 0.2 g CuCl2. The reaction mixture is stirred for 1 h at room temperature and afterwards for 10 h at 40° C. The mixture is pure into 100 ml 0.1 N NaOH and subsequently extracted with methylene chloride. The organic phase is washed twice with water and then with sat. sodium chloride solution and dried over sodium sulfate. The organic phase is removed in vacuo and the residue subjected to column chromatography on silica gel to afford 5.5 g of product.

Aufarbeitung

  1. extractionsubsequently extracted with methylene chloride
  2. washThe organic phase is washed twice with water
  3. dry with materialwith sat. sodium chloride solution and dried over sodium sulfate
  4. customThe organic phase is removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-e1f9174d1f544845bdb3eca6cd0132e9
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08471031B2

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