4-Chlororesorcinol → HCID 13246701, Verbindung

HRID 2412304Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2412304
[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([OH:6])=[CH:4][C:3]=1[OH:9].[Cl:10][C:11]1([Cl:16])[CH2:13][CH:12]1[CH2:14]Br.C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>CN(C)C=O>[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([OH:6])=[CH:4][C:3]=1[O:9][CH2:14][CH:12]1[CH2:13][C:11]1([Cl:16])[Cl:10].[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([O:6][CH2:14][CH:12]2[CH2:13][C:11]2([Cl:16])[Cl:10])=[CH:4][C:3]=1[OH:9]

Komponenten

7

Edukt 4

HCID 17314-ChlororesorcinolHCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 47395822-(Bromomethyl)-1,1-dichlorocyclopropane

Produkt 2

HCID 13246701HCID 13246701, VerbindungHCID 13368146HCID 13368146, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

In 700 ml of N,N-dimethylformamide, there was dissolved 181 g of 4-chlororesorcinol. To the solution, there were added 283 g of (2,2-dichlorocyclopropyl)methyl bromide, 207 g of anhydrous potassium carbonate and 4 g of sodium iodide. The mixture was stirred at 90° C. for 15 hours, then poured into ice water and extracted with diethyl ether. The ether layer was washed with water and dried over anhydrous magnesium sulfate, and the solvent was then distilled off. The oily residue was subjected to preparatory high-speed liquid chromatography to give 93 g of 4-chloro-3-[(2,2-dichlorocyclopropyl)methoxy]phenol and 5 g of 2-chloro-5-[(2,2-dichlorocyclopropyl)methoxy]phenol.

Aufarbeitung

  1. extractionextracted with diethyl ether
  2. washThe ether layer was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationthe solvent was then distilled off

Quellen und Nachweise

ORD-Eintrag
ord-48ea252fc729446b89f5c716e9ac2a6a
Quelldatensatz
uspto-grants-1985_01
Patentnummer
US04491465

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