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Dimethylamine → 4-Bromo-2-(dimethylaminomethyl)-1-fluorobenzene

HRID 1066841
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1066841
[F:1][C:2]1[CH:9]=[CH:8][C:7]([Br:10])=[CH:6][C:3]=1[CH2:4]Br.[CH3:11][NH:12][CH3:13]>CO>[CH3:11][N:12]([CH2:4][C:3]1[CH:6]=[C:7]([Br:10])[CH:8]=[CH:9][C:2]=1[F:1])[CH3:13]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 674DimethylamineHCID 135532954-Bromo-2-(bromomethyl)-1-fluorobenzene

Produkt 1

HCID 211961754-Bromo-2-(dimethylaminomethyl)-1-fluorobenzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel2×

Versuchsvorschrift

In a 50 ml flask, under a nitrogen atmosphere, 2-fluoro-5-bromobenzyl bromide (1.264 g, 4.72 mmol) was dissolved in methanol (10 ml). Dimethylamine (8 M in H2O, 1.77 ml, 14.2 mmol) was added as a solution in methanol (5 ml), and the resulting mixture was stirred at ambient temperature for about two hours. The progress of the reaction was monitored by thin layer chromatography. The methanol was removed by evaporation. The residue was partitioned between 1 M potassium carbonate and diethyl ether. The aqueous fraction was back extracted with diethyl ether. The organic fractions were combined, washed with brine (7×) and dried over sodium sulfate. The solvents were removed in vacuo. The title intermediate was used without further purification.

Aufarbeitung

  1. customThe methanol was removed by evaporation
  2. customThe residue was partitioned between 1 M potassium carbonate and diethyl ether
  3. extractionThe aqueous fraction was back extracted with diethyl ether
  4. washwashed with brine (7×)
  5. dry with materialdried over sodium sulfate
  6. customThe solvents were removed in vacuo
  7. customThe title intermediate was used without further purification

Quellen und Nachweise

ORD-Eintrag
ord-8d679847236e4b9daf1a1484f9bdf501
Quelldatensatz
uspto-grants-2001_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06245761B1

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