18-Crown-6 → 6-{4-[2-(4-Nitrophenyl)ethenyl]phenoxy}hexan-1-OL

HRID 1085036Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1085036
[K].[OH:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]=[CH:10][C:11]2[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][CH:12]=2)=[CH:5][CH:4]=1.I[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][OH:27].C1OCCOCCOCCOCCOCCOC1>C1(C)C=CC=CC=1>[OH:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]=[CH:10][C:11]2[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][CH:12]=2)=[CH:5][CH:4]=1

Komponenten

5

Edukt 3

HCID 2855718-Crown-6HCID 130890816-Iodo-1-hexanolHCID 679201064-Hydroxy-4'-nitrostilbene potassium salt

Produkt 1

HCID 539381646-{4-[2-(4-Nitrophenyl)ethenyl]phenoxy}hexan-1-OL

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

To 500 ml of toluene in a one liter round bottom flask, fitted with a condenser and magnetic stirrer, is added 14 g (0.05M) of 4-hydroxy-4'-nitrostilbene potassium salt, 14 g of 6-iodo-1-hexanol, and 0.5 g of 18-crown-6 ether. The mixture is refluxed for about 20 hours, and then the reaction medium is filtered hot, and the product crystallizes from the toluene on cooling, m.p. 154°-157° C.

Aufarbeitung

  1. temperatureThe mixture is refluxed for about 20 hours
  2. filtrationthe reaction medium is filtered hot
  3. customthe product crystallizes from the toluene
  4. temperatureon cooling

Quellen und Nachweise

ORD-Eintrag
ord-81b3e28c6a9c4a49b9964b1cb46a761f
Quelldatensatz
uspto-grants-1991_04
Patentnummer
US05007696

Notizen zur Reaktion

Wird geladen…