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

HRID 478106

反応式

HRID 478106 の反応式
[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

参加物

6

反応物 3

HCID 7835EpichlorohydrinHCID 14798Sodium HydroxideHCID 1487778512-Cyclohexyldodecanol

生成物 1

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

試薬・触媒・溶媒 2

HCID 8154Hexadecyltrimethylammonium chloride触媒HCID 1140Toluene溶媒

反応条件

温度
60 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-e24d3128de0947ce9d240555e39869e5
出典データセット
uspto-grants-1989_12
特許番号
US04889953

関連ノート

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