Triethylamine → 1-(1-Acetoxymethyl-1H-imidazol-4-yl)-1-(6-methoxynaphthalen-2-yl)-2-methyl-1-propanol

HRID 1368525

Reaktionsgleichung

Reaktionsgleichung von HRID 1368525
[NH:1]1[CH:5]=[C:4]([C:6]([C:11]2[CH:20]=[CH:19][C:18]3[C:13](=[CH:14][CH:15]=[C:16]([O:21][CH3:22])[CH:17]=3)[CH:12]=2)([OH:10])[CH:7]([CH3:9])[CH3:8])[N:3]=[CH:2]1.[C:23]([O:26][CH2:27]Br)(=[O:25])[CH3:24].C(N(CC)CC)C>C1COCC1>[C:23]([O:26][CH2:27][N:1]1[CH:5]=[C:4]([C:6]([C:11]2[CH:20]=[CH:19][C:18]3[C:13](=[CH:14][CH:15]=[C:16]([O:21][CH3:22])[CH:17]=3)[CH:12]=2)([OH:10])[CH:7]([CH3:9])[CH3:8])[N:3]=[CH:2]1)(=[O:25])[CH3:24]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 68536Bromomethyl acetateHCID 178487492HCID 178487492, Verbindung

Produkt 1

HCID 220184171-(1-Acetoxymethyl-1H-imidazol-4-yl)-1-(6-methoxynaphthalen-2-yl)-2-methyl-1-propanolAusbeute 24,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

1-(1H-Imidazol-4-yl)-1-(6-methoxynaphthalen-2-yl)-2-methyl-1-propanol (100 mg) was dissolved in THF (6 ml), and to the solution were added bromomethyl acetate (160 mg) and triethylamine (40 mg). The mixture was stirred at room temperature for 2 h. The reaction mixture was concentrated, and the residue was purified by silica gel chromatography (eluent, dichloromethane-methanol=20:1) to give the titled compound (30 mg) as a colorless solid.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated
  2. customthe residue was purified by silica gel chromatography (eluent, dichloromethane-methanol=20:1)

Quellen und Nachweise

ORD-Eintrag
ord-7a39e942a0bc4c38ba41fc43aaec1887
Quelldatensatz
uspto-grants-2003_06
Patentnummer
US06573289B1

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