Benzylamine → N-[2,6-bis(1-methylethyl)phenyl]-2-[phenylmethyl]amino-acetamide

HRID 465655

Reaktionsgleichung

Reaktionsgleichung von HRID 465655
Br[CH2:2][C:3](Br)=[O:4].[CH:6]([C:9]1[CH:15]=[CH:14][CH:13]=[C:12]([CH:16]([CH3:18])[CH3:17])[C:10]=1[NH2:11])([CH3:8])[CH3:7].[CH2:19]([NH2:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>C(N(CC)CC)C>[CH3:17][CH:16]([C:12]1[CH:13]=[CH:14][CH:15]=[C:9]([CH:6]([CH3:8])[CH3:7])[C:10]=1[NH:11][C:3](=[O:4])[CH2:2][NH:26][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH3:18]

Komponenten

5

Edukt 3

HCID 7504BenzylamineHCID 32484DiisopropylanilineHCID 61147Bromoacetyl bromide

Produkt 1

HCID 19764427N-[2,6-bis(1-methylethyl)phenyl]-2-[phenylmethyl]amino-acetamideAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8471TriethylamineLösungsmittel2×

Versuchsvorschrift

Bromoacetylbromide (4.5 mL) was added portionwise to a mixture of 8.85 g 2,6-diisopropylaniline and 7.0 mL triethylamine in 300 mL EtoAc at 0° C. Upon completing the addition, excess triethylamine and 5.4 g benzylamine were added and the entire mixture was heated on the steambath for 30 minutes. The reaction mixture was allowed to sit overnight at room temperature, and was then filtered, concentrated, and filtered through silica gel (70-230 mesh) using hexane/EtoAc, 1/1, as eluant. A total of 15.62 g (96%) of the title product was obtained.

Aufarbeitung

  1. additionwere added
  2. temperaturethe entire mixture was heated on the steambath for 30 minutes
  3. filtrationwas then filtered
  4. concentrationconcentrated
  5. filtrationfiltered through silica gel (70-230 mesh)

Quellen und Nachweise

ORD-Eintrag
ord-6a16c88ba0b2498c9f6d4e1a74c93659
Quelldatensatz
uspto-grants-1992_10
Patentnummer
US05153226

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