Dicyclohexylcarbodiimide → 4-(5-Undecyl-pyrimidin-2-yl)phenyl 5-ethyl-furan-2-carboxylate

HRID 1826549

Reaktionsgleichung

Reaktionsgleichung von HRID 1826549
[CH2:1]([C:12]1[CH:13]=[N:14][C:15]([C:18]2[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][CH:19]=2)=[N:16][CH:17]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].[CH2:25]([C:27]1[O:31][C:30]([C:32](O)=[O:33])=[CH:29][CH:28]=1)[CH3:26].C1(N=C=NC2CCCCC2)CCCCC1>ClCCl>[CH2:25]([C:27]1[O:31][C:30]([C:32]([O:24][C:21]2[CH:20]=[CH:19][C:18]([C:15]3[N:16]=[CH:17][C:12]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])=[CH:13][N:14]=3)=[CH:23][CH:22]=2)=[O:33])=[CH:29][CH:28]=1)[CH3:26]

Komponenten

5

Edukt 3

HCID 10868DicyclohexylcarbodiimideHCID 2473925-Ethylfuran-2-carboxylic acidHCID 1356196824-(5-Undecylpyrimidin-2-yl)phenol

Produkt 1

HCID 155149814-(5-Undecyl-pyrimidin-2-yl)phenyl 5-ethyl-furan-2-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

4.9 g of 4-(5-undecyl-pyrimidin-2-yl)phenol, 1.4 g of 5-ethyl-2-furancarboxylic acid (prepared as described by Perry et al., Appl. Organomet. Chem. 10, 389–392 (1996) from furan-2-carboxylic acid; m.p. 90° C.) and 2.1 g of dicyclohexylcarbodiimide are stirred for 24 h in 50 ml of dichloromethane at room temperature. Filtration, removal of the dichloromethane by distillation, purification by chromatography (silica gel; dichloromethane/heptane) and recrystallization from acetonitrile affords the target compound as colorless crystals having the phase sequence X 80 (N62) I.

Aufarbeitung

  1. filtrationFiltration, removal of the dichloromethane
  2. distillationby distillation, purification
  3. customby chromatography (silica gel; dichloromethane/heptane) and recrystallization from acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-f8cd3871948e49d4b8c8754327fecc45
Quelldatensatz
uspto-grants-2006_05
Patentnummer
US07052742B1

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