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Triethylamine → HCID 22708283, Verbindung

HRID 353191
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 353191
[CH:1]([C:4]1[CH:10]=[CH:9][C:7]([NH2:8])=[C:6]([C:11]([F:14])([F:13])[F:12])[CH:5]=1)([CH3:3])[CH3:2].C(N(CC)CC)C.[Br:22][CH2:23][C:24](Br)=[O:25]>ClCCl>[Br:22][CH2:23][C:24]([NH:8][C:7]1[CH:9]=[CH:10][C:4]([CH:1]([CH3:3])[CH3:2])=[CH:5][C:6]=1[C:11]([F:12])([F:13])[F:14])=[O:25]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 61147Bromoacetyl bromideHCID 27752232-Amino-5-isopropylbenzotrifluoride

Produkt 1

HCID 22708283HCID 22708283, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

50 g (246.06 mmol) of 4-isopropyl-2-(trifluoromethyl)aniline and 27.39 g (270.66 mmol) of triethylamine are initially charged in 1000 ml of dichloromethane. At 0°-5° C., 54.63 g (270.66 mmol) of bromoacetyl bromide, dissolved in 200 ml of dichloromethane, are added dropwise. The mixture is stirred at room temperature for 20 hours. The reaction mixture is then extracted successively with water, 1 N hydrochloric acid, water, saturated sodium bicarbonate solution and water. The organic phase is dried over sodium sulphate and the solvent is removed under reduced pressure. The residue is purified chromatographically. The product is recrystallized from cyclohexane/n-pentane, filtered off with suction and dried under reduced pressure at 40° C. for 20 hours. This gives 32.45 g (41% of theory) of the title compound.

Aufarbeitung

  1. additionare added dropwise
  2. extractionThe reaction mixture is then extracted successively with water, 1 N hydrochloric acid, water, saturated sodium bicarbonate solution and water
  3. dry with materialThe organic phase is dried over sodium sulphate
  4. customthe solvent is removed under reduced pressure
  5. customThe residue is purified chromatographically
  6. customThe product is recrystallized from cyclohexane/n-pentane
  7. filtrationfiltered off with suction
  8. customdried under reduced pressure at 40° C. for 20 hours

Quellen und Nachweise

ORD-Eintrag
ord-9b1885902ddf49559ec173f9162ec972
Quelldatensatz
uspto-grants-2004_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06750236B2

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