Glycerol → 2,3-Dihydroxypropyl 4-(16-bromohexadecylamino)benzoate

HRID 1389649Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1389649
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][NH:18][C:19]1[CH:27]=[CH:26][C:22]([C:23]([OH:25])=[O:24])=[CH:21][CH:20]=1.[OH:28][CH2:29][CH:30]([CH2:32]O)[OH:31].B(F)(F)F.CCOCC>C1(C)C=CC=CC=1>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][NH:18][C:19]1[CH:20]=[CH:21][C:22]([C:23]([O:25][CH2:32][CH:30]([OH:31])[CH2:29][OH:28])=[O:24])=[CH:26][CH:27]=1

Komponenten

5

Edukt 3

HCID 753GlycerolHCID 8000Boron trifluoride etherate2×HCID 204825194-(16-Bromohexadecylamino)benzoic acid

Produkt 1

HCID 204825222,3-Dihydroxypropyl 4-(16-bromohexadecylamino)benzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A solution of 11.8 g. of 4-(16-bromohexadecylamino)benzoic acid, 1.00 g. of glycerol, and 5.35 ml. of boron trifluoride etherate in 200 ml. of toluene is stirred under reflux for 48 hours. The solution is treated with an additional 5.35 ml. of boron trifluoride etherate and refluxing for 120 hours. Dilution with water and methylene chloride followed by filtration affords 2,3-dihydroxypropyl 4-(16-bromohexadecylamino)benzoate as a white solid.

Aufarbeitung

  1. temperatureunder reflux for 48 hours
  2. additionThe solution is treated with an additional 5.35 ml
  3. filtrationDilution with water and methylene chloride followed by filtration

Quellen und Nachweise

ORD-Eintrag
ord-ce837ad8f85749d8b736c138ae7279d5
Quelldatensatz
uspto-grants-1981_01
Patentnummer
US04245097

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