1,2-O-dioleyl-3-O-tritylglycerol → 2,3-Bis[(9Z)-9-octadecen-1-yloxy]-1-propanol

HRID 724756

Reaktionsgleichung

Reaktionsgleichung von HRID 724756
[CH2:1]([O:19][CH2:20][CH:21]([CH2:41][O:42]C(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[O:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30]/[CH:31]=[CH:32]\[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH3:40])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]>ClC(Cl)(Cl)C(O)=O.C(Cl)Cl>[CH2:1]([O:19][CH2:20][CH:21]([CH2:41][OH:42])[O:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30]/[CH:31]=[CH:32]\[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH3:40])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Komponenten

3

Edukt 1

HCID 702527781,2-O-dioleyl-3-O-tritylglycerol

Produkt 1

HCID 53803432,3-Bis[(9Z)-9-octadecen-1-yloxy]-1-propanolAusbeute 87 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 19349592Trichloroacetic acid methylene chlorideLösungsmittel

Versuchsvorschrift

1,2-O-Dioleyl-3-O-tritylglycerol (6.10 g, 7.3 mmol) was reacted with 5% trichloroacetic acid/methylene chloride (50 ml, w/v) at ambient temperature for 1 hour. The organic layer was then washed with saturated aqueous sodium hydrogen carbonate solution and water, dried, and concentrated. The residue was purified by column chromatography (silica gel/chloroform) to provide 3.75 g (87%) of the title compound.

Aufarbeitung

  1. washThe organic layer was then washed with saturated aqueous sodium hydrogen carbonate solution and water
  2. customdried
  3. concentrationconcentrated
  4. customThe residue was purified by column chromatography (silica gel/chloroform)

Quellen und Nachweise

ORD-Eintrag
ord-c1a07edf93274ff392e5f0ec1c77a155
Quelldatensatz
uspto-grants-1998_01
Patentnummer
US05705188

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