Potassium Carbonate → 1,3-Bis[4-(4-nitro-6-fluorophenoxy)-alpha, alpha-dimethylbenzyl]benzene

HRID 1109676

Reaktionsgleichung

Reaktionsgleichung von HRID 1109676
[F:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[CH:5]=[CH:6][C:7]=1F.[OH:12][C:13]1[CH:37]=[CH:36][C:16]([C:17]([C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([C:29]3[CH:34]=[CH:33][C:32]([OH:35])=[CH:31][CH:30]=3)([CH3:28])[CH3:27])[CH:21]=2)([CH3:19])[CH3:18])=[CH:15][CH:14]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[N+:9]([C:4]1[CH:3]=[C:2]([F:1])[C:7]([O:12][C:13]2[CH:14]=[CH:15][C:16]([C:17]([C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([CH3:27])([CH3:28])[C:29]4[CH:30]=[CH:31][C:32]([O:35][C:7]5[C:2]([F:1])=[CH:3][C:4]([N+:9]([O-:11])=[O:10])=[CH:5][CH:6]=5)=[CH:33][CH:34]=4)[CH:21]=3)([CH3:19])[CH3:18])=[CH:36][CH:37]=2)=[CH:6][CH:5]=1)([O-:11])=[O:10]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 1230531,2-Difluoro-4-nitrobenzeneHCID 3292100Phenol, 4,4'-[1,3-phenylenebis(1-methylethylidene)]bis-

Produkt 1

HCID 867479171,3-Bis[4-(4-nitro-6-fluorophenoxy)-alpha, alpha-dimethylbenzyl]benzeneAusbeute 104,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a reaction vessel equipped with a thermometer, reflux condenser and a stirrer, 200 g of N,N-dimethylformamide (DMF), 65 g (0.409 mol) of 3,4-difluoronitrobenzene, 69.1 g (0.199 mol) of 1,3-bis(4-hydroxycumyl) benzene and 33.1 g (0.239 mol) of potassium carbonate were charged and warmed to 80° C. with stirring. After aging the mixture at 80° C. for 6 hours, inorganic salts was removed by filtration. The filtrate was mixed with 50 ml of water and cooled to the room temperature. The precipitated crystal was filtered and slugged with isopropyl alcohol to obtain 129.4 g (97% yield) of 1,3-bis[4-(4-nitro-6-fluorophenoxy)-α, α-dimethylbenzyl]benzene having a melting point of 150.7°~151.8° C.

Aufarbeitung

  1. customTo a reaction vessel equipped with a thermometer
  2. temperaturereflux condenser and a stirrer
  3. customat 80° C.
  4. customfor 6 hours
  5. custominorganic salts was removed by filtration
  6. additionThe filtrate was mixed with 50 ml of water
  7. temperaturecooled to the room temperature
  8. filtrationThe precipitated crystal was filtered

Quellen und Nachweise

ORD-Eintrag
ord-7dd67369127c40c986d251e420e58aa8
Quelldatensatz
uspto-grants-1994_06
Patentnummer
US05321096

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