Triethylamine → 2-Chloro-n-ethyl-n-(1-methylheptyl)-6-(trimethylsilyl)benzamide

HRID 378017

Reaktionsgleichung

Reaktionsgleichung von HRID 378017
C(N(CC)CC)C.[Cl:8][C:9]1[CH:17]=[CH:16][CH:15]=[C:14]([Si:18]([CH3:21])([CH3:20])[CH3:19])[C:10]=1[C:11](Cl)=[O:12].[CH2:22]([NH:24][CH:25]([CH3:32])[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])[CH3:23]>C1(C)C=CC=CC=1>[Cl:8][C:9]1[CH:17]=[CH:16][CH:15]=[C:14]([Si:18]([CH3:21])([CH3:20])[CH3:19])[C:10]=1[C:11]([N:24]([CH2:22][CH3:23])[CH:25]([CH3:32])[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])=[O:12]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 5250531-Heptanamine, 1-methyl, N-ethylHCID 151835572-Chloro-6-(trimethylsilyl)benzoyl chloride

Produkt 1

HCID 186301442-Chloro-n-ethyl-n-(1-methylheptyl)-6-(trimethylsilyl)benzamideAusbeute 38 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

Triethylamine (2.02 g, 20 mmol) was added to a mixture of the compound of Example b (2.47 g, 10 mmol) and N-ethyl-N-(1-methylhept-1-yl)amine (3.15 g, 20 mmol) in toluene (25 mL). The reaction was stirred 2.5 h at ambient temperature, then was partitioned between ethyl acetate and dilute citric acid. The organic phase was washed twice with sat aq NaHCO3, followed with brine, then was dried (MgSO4), concentrated, and kugelrohr distilled under vacuum. The fraction which distilled at 157° C. was collected to afford 1.16 g of the title compound as an amber oil, a 38% yield.

Aufarbeitung

  1. customwas partitioned between ethyl acetate and dilute citric acid
  2. washThe organic phase was washed twice with sat aq NaHCO3
  3. dry with materialwas dried (MgSO4)
  4. concentrationconcentrated
  5. distillationkugelrohr distilled under vacuum
  6. distillationThe fraction which distilled at 157° C.
  7. customwas collected

Quellen und Nachweise

ORD-Eintrag
ord-3d764ea2e5d44b6e8f0eac8d28a98cb6
Quelldatensatz
uspto-grants-2000_02
Patentnummer
US06028101

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