Hydrochloric Acid → 4-[4-[8-(1,2,4-Triazol-1-yl)octyloxy]phenyl]benzoic acid

HRID 1872372Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1872372
[H-].[Na+].[NH:3]1[CH:7]=[N:6][CH:5]=[N:4]1.Br[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][O:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]2[CH:32]=[CH:31][C:27]([C:28]([OH:30])=[O:29])=[CH:26][CH:25]=2)=[CH:20][CH:19]=1.Cl>CN(C)C=O.C(OCC)(=O)C.O>[N:3]1([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][O:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]3[CH:25]=[CH:26][C:27]([C:28]([OH:30])=[O:29])=[CH:31][CH:32]=3)=[CH:20][CH:19]=2)[CH:7]=[N:6][CH:5]=[N:4]1

Komponenten

8

Edukt 4

HCID 313Hydrochloric AcidHCID 92571H-1,2,4-TriazoleHCID 24758Sodium hydrideHCID 211822604-[4-(8-Bromooctyloxy)phenyl]benzoic acid

Produkt 1

HCID 211825254-[4-[8-(1,2,4-Triazol-1-yl)octyloxy]phenyl]benzoic acidAusbeute 83,4 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

To a suspension of sodium hydride (60% suspension in mineral oil) (0.296 g) in N,N-dimethylformamide (14 ml) was added 1,2,4-triazole (0.511 g) and 4-[4-(8-bromooctyloxy)phenyl]benzoic acid (1 g), and was stirred for 5 hours at 120° C. The reaction mixture was added to a mixture of water and ethyl acetate, and adjusted to pH 2.5 with conc. hydrochloric acid. The organic layer was taken and dried over magnesium sulfate. The magnesium sulfate was filtered off, and the filtrate was evaporated under reduced pressure to give 4-[4-[8-(1,2,4-Triazol-1-yl)octyloxy]phenyl]benzoic acid (0.81 g).

Aufarbeitung

  1. dry with materialdried over magnesium sulfate
  2. filtrationThe magnesium sulfate was filtered off
  3. customthe filtrate was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-329ceb64a1444dcca2fe65f243827d29
Quelldatensatz
uspto-grants-2000_08
Patentnummer
US06107458

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