Ethyl Acetate → 2-(4,4-Diphenylbutyl)-5-hydroxyisoquinolinium bromide

HRID 963980

Reaktionsgleichung

Reaktionsgleichung von HRID 963980
[OH:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][N:6]=[CH:7]2.[Br:12][CH2:13][CH2:14][CH2:15][CH:16]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C(OCC)(=O)C>CN(C=O)C>[Br-:12].[C:17]1([CH:16]([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH2:15][CH2:14][CH2:13][N+:6]2[CH:5]=[CH:4][C:3]3[C:8](=[CH:9][CH:10]=[CH:11][C:2]=3[OH:1])[CH:7]=2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Komponenten

5

Edukt 3

HCID 8857Ethyl AcetateHCID 30386Isoquinolin-5-olHCID 122234581,1-Diphenyl-4-bromobutane

Produkt 1

HCID 158708932-(4,4-Diphenylbutyl)-5-hydroxyisoquinolinium bromideAusbeute 69,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of 5-hydroxyisoquinoline (2.17 g, 14.95 mmol) and 1-bromo-4,4-diphenylbutane (4.79 g, 16.56 mmol) in 75 mL of anhydrous DMF was stirred at 80° C. for 16 hours. The reaction mixture was cooled to room temperature. Ethyl acetate (200 mL) was added to precipitate product. The solid was collected by filtration and washed with ethyl acetate (1×70 mL). The solid was air-dried to give 4.52 g of product as an off-white solid.

Aufarbeitung

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customto precipitate product
  3. filtrationThe solid was collected by filtration
  4. washwashed with ethyl acetate (1×70 mL)
  5. customThe solid was air-dried

Quellen und Nachweise

ORD-Eintrag
ord-cdcbb52ef3a04fea8042aa5de75d6e0d
Quelldatensatz
uspto-grants-1998_06
Patentnummer
US05767129

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