Epichlorohydrin → 1,2-Epoxy-3-(12-cyclohexyldodecyloxy)propane

HRID 478106

Reaktionsgleichung

Reaktionsgleichung von HRID 478106
[CH:1]1([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][OH:19])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:20]([CH:22]1[O:24][CH2:23]1)Cl.[OH-].[Na+]>[Cl-].C([N+](C)(C)C)CCCCCCCCCCCCCCC.C1(C)C=CC=CC=1>[O:24]1[CH:22]([CH2:20][O:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)[CH2:23]1

Komponenten

6

Edukt 3

HCID 7835EpichlorohydrinHCID 14798Sodium HydroxideHCID 1487778512-Cyclohexyldodecanol

Produkt 1

HCID 148777861,2-Epoxy-3-(12-cyclohexyldodecyloxy)propane

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8154Hexadecyltrimethylammonium chlorideKatalysatorHCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A mixture of 26.5 g (99 millimole) of 12-cyclohexyldodecanol, 27.4 g (296 millimole) of epichlorohydrin, 52.6 g (658 millimole) of 50% aqueous solution of sodium hydroxide, 2.0 g of cetyltrimethylammonium chloride and 300 ml of toluene was stirred at 60° C. for 24 hours. The reaction mixture was washed with water, dried (anhydrous magnesium sulfate), and concentrated under reduced pressure. The residue was subjected to silica gel (550 g) column chromatography, and eluted with hexane-ethyl acetate (30:1), to give 1,2-epoxy-3-(12-cyclohexyldodecyloxy)propane as colorless oil.

Aufarbeitung

  1. washThe reaction mixture was washed with water
  2. dry with materialdried (anhydrous magnesium sulfate)
  3. concentrationconcentrated under reduced pressure
  4. washeluted with hexane-ethyl acetate (30:1)

Quellen und Nachweise

ORD-Eintrag
ord-e24d3128de0947ce9d240555e39869e5
Quelldatensatz
uspto-grants-1989_12
Patentnummer
US04889953

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