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

HRID 478106

반응식

HRID 478106 반응식
[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

참가 물질

6

반응물 3

HCID 7835EpichlorohydrinHCID 14798Sodium HydroxideHCID 1487778512-Cyclohexyldodecanol

생성물 1

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

시약·촉매·용매 2

HCID 8154Hexadecyltrimethylammonium chloride촉매HCID 1140Toluene용매

반응 조건

온도
60 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-e24d3128de0947ce9d240555e39869e5
출처 데이터셋
uspto-grants-1989_12
특허 번호
US04889953

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