Water → 1-(5-Bromo-3-(tert-butyl)-2-methoxyphenyl]piperazine

HRID 1295971Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1295971
[Br:1][C:2]1[CH:3]=[C:4]([C:11]([CH3:14])([CH3:13])[CH3:12])[C:5]([O:9][CH3:10])=[C:6]([CH:8]=1)[NH2:7].Cl.Cl[CH2:17][CH2:18][NH:19][CH2:20][CH2:21]Cl.C(=O)([O-])[O-].[K+].[K+].O>ClC1C=CC=CC=1Cl>[Br:1][C:2]1[CH:3]=[C:4]([C:11]([CH3:14])([CH3:13])[CH3:12])[C:5]([O:9][CH3:10])=[C:6]([N:7]2[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]2)[CH:8]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 522769Bis(2-chloroethyl)amine hydrochlorideHCID 229301555-Bromo-3-tert-butyl-2-methoxyaniline

Produkt 1

HCID 589099601-(5-Bromo-3-(tert-butyl)-2-methoxyphenyl]piperazineAusbeute 116,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 72391,2-DichlorobenzeneLösungsmittel

Reaktionsbedingungen

Temperatur
200 °C

Versuchsvorschrift

5-Bromo-3-(tert-butyl)-2-methoxyaniline (311 g) and bis(2-chloroethyl)amine hydrogenchloride (251 g) were suspended in 4 L of 1,2-dichlorobenzene, and the mixture was vigorously stirred for 22 hours at an external temperature of 200° C. The mixture was cooled to room temperature, and then potassium carbonate (620 g) and water were added and extraction was performed with methylene chloride (6 L). After drying over magnesium sulfate, the solvent was distilled off under reduced pressure to yield a black oil (460 g). Purification was performed by NH-silica gel column chromatography (solvent: n-hexane-ethyl acetate) to yield the title compound (161 g) as blackish purple solid (41%).

Aufarbeitung

  1. temperatureThe mixture was cooled to room temperature
  2. extractionextraction
  3. dry with materialAfter drying over magnesium sulfate
  4. distillationthe solvent was distilled off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-9848f11ea81d4af1b6e7c7a5f8fe965e
Quelldatensatz
uspto-grants-2007_07
Patentnummer
US07244730B2

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