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Triethylamine → HCID 22247152, Verbindung

HRID 1064803
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1064803
C(N(CC)CC)C.[CH:8]([C:11]1[CH:17]=[C:16]([CH:18]([CH3:20])[CH3:19])[CH:15]=[C:14]([CH:21]([CH3:23])[CH3:22])[C:12]=1[NH2:13])([CH3:10])[CH3:9].[Br:24][CH2:25][C:26](Br)=[O:27]>C(Cl)(Cl)Cl>[Br:24][CH2:25][C:26]([NH:13][C:12]1[C:11]([CH:8]([CH3:10])[CH3:9])=[CH:17][C:16]([CH:18]([CH3:20])[CH3:19])=[CH:15][C:14]=1[CH:21]([CH3:23])[CH3:22])=[O:27]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 61147Bromoacetyl bromideHCID 5198712,4,6-Tri(propan-2-yl)aniline

Produkt 1

HCID 22247152HCID 22247152, VerbindungAusbeute 81 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

Triethylamine (111 mg, 1.1 mmol) was added to a solution of 2,4,6-triisopropylaniline (219 mg, 1.0 mmol) in chloroform (3 ml), then bromoacetyl bromide (222 mg, 1.1 mmol) was gradually dropped thereinto with ice-cooling and the mixture was stirred for 1 hour. The reaction mixture was concentrated and the residue was extracted with ethyl acetate. The organic layer was washed with diluted hydrochloric acid, an aqueous solution of sodium bicarbonate and a saturated sodium chloride solution successively and dried over magnesium sulfate and the solvent was evaporated therefrom. The residue was purified by a silica gel column chromatography (15 g of silica gel; developing solvent, hexane:acetone=5:1) followed by recrystallizing from hexane-ether to provide 275 mg (yield 81%) of 2-Bromo-N-(2,4,6-triisopropylphenyl)acetamide as colorless needles.

Aufarbeitung

  1. temperaturewith ice-cooling
  2. concentrationThe reaction mixture was concentrated
  3. extractionthe residue was extracted with ethyl acetate
  4. washThe organic layer was washed with diluted hydrochloric acid
  5. dry with materialan aqueous solution of sodium bicarbonate and a saturated sodium chloride solution successively and dried over magnesium sulfate
  6. customthe solvent was evaporated
  7. customThe residue was purified by a silica gel column chromatography (15 g of silica gel; developing solvent, hexane:acetone=5:1)
  8. customby recrystallizing from hexane-ether

Quellen und Nachweise

ORD-Eintrag
ord-58a1726810684081bda975131c9d9c53
Quelldatensatz
uspto-grants-2005_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06969711B2

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