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Toluene → Propanamide, 2-bromo-N-(2-ethyl-6-methylphenyl)-

HRID 1732244
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1732244
[OH-].[Na+].[CH2:3]([C:5]1(C)[CH:11]=[CH:10][CH:9]=[CH:8][CH:6]1[NH2:7])[CH3:4].[Br:13][CH:14]([CH3:18])[C:15](Br)=[O:16].[C:19]1(C)C=CC=CC=1>>[Br:13][CH:14]([CH3:18])[C:15]([NH:7][C:6]1[C:8]([CH3:19])=[CH:9][CH:10]=[CH:11][C:5]=1[CH2:3][CH3:4])=[O:16]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 4

HCID 1140TolueneHCID 14798Sodium HydroxideHCID 79047Propanoyl bromide, 2-bromo-HCID 20305842HCID 20305842, Verbindung

Produkt 1

HCID 4392336Propanamide, 2-bromo-N-(2-ethyl-6-methylphenyl)-

Versuchsvorschrift

To a two-phase system, containing an aqueous sodium hydroxide solution (20 g sodium hydroxide in 200 ml water) and a mixture of 13.5 g 2-ethyl-2-methylaniline and 75 ml toluene (cooled to 8° C.), was added dropwise with stirring 25 g 2-bromopropionyl bromide. After this addition, stirring was continued for 15 min. and the formed crystals were filtered off. (Addition of petroleum ether to the filtrate precipitates more product, which can be added to the first crop). Total yield 22.8 g (84%). After recrystallization from ether-petroleum ether, it melted at 181°-182° C.

Aufarbeitung

  1. additionwas added dropwise
  2. additionAfter this addition
  3. filtrationthe formed crystals were filtered off
  4. custom(Addition of petroleum ether to the filtrate precipitates more product, which
  5. additioncan be added to the first crop)
  6. customAfter recrystallization from ether-petroleum ether, it melted at 181°-182° C.

Quellen und Nachweise

ORD-Eintrag
ord-d0989d1d30f14bc39066ee4fa25aa277
Quelldatensatz
uspto-grants-1980_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04237068

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