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Methyl Isobutyl Ketone → Bromobutide

HRID 1577468
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1577468
CC(CC(C)C)=O.[CH3:8][C:9]([NH2:17])([CH3:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C(N(CC)CC)C.[Br:25][CH:26]([C:30]([CH3:33])([CH3:32])[CH3:31])[C:27](Br)=[O:28]>O>[CH3:8][C:9]([NH:17][C:27](=[O:28])[CH:26]([C:30]([CH3:33])([CH3:32])[CH3:31])[Br:25])([CH3:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 7909Methyl Isobutyl KetoneHCID 8471TriethylamineHCID 68509CumylamineHCID 134936832-Bromo-3,3-dimethylbutanoyl bromide

Produkt 1

HCID 53079BromobutideAusbeute 78,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962Water
Lösungsmittel

Versuchsvorschrift

Into a 500 ml four-necked flask, there were charged methylisobutylketone (150 ml), α,α-dimethylbenzylamine (33.8 g) and triethylamine (27.8 g), and α-bromo-tert-butylacetylbromide (64.5 g) was dropwise added thereto while stirring at room temperature. Stirring was continued for 3 hours. After completion of the reaction, water (200 ml) was added thereto and the reaction mixture was gradually heated to remove methylisobutylketone, followed by cooling at room temperature. The precipitated crystals were filtered, washed with water, dried and recrystallized from ethanol to give N-(α,α-dimethylbenzyl)-α-bromo-tert-butylacetamide (61.5 g).

Aufarbeitung

  1. additionwas dropwise added
  2. stirringStirring
  3. additionwas added
  4. temperaturethe reaction mixture was gradually heated
  5. customto remove methylisobutylketone
  6. temperatureby cooling at room temperature
  7. filtrationThe precipitated crystals were filtered
  8. washwashed with water
  9. customdried
  10. customrecrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-2d3e96851f0e416090d23252d079376e
Quelldatensatz
uspto-grants-1981_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04288244

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