Triethylamine → HCID 86632924, Verbindung

HRID 1398942Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1398942
[NH2:1][CH2:2][CH2:3][CH2:4][NH:5][C:6](=[O:12])[O:7][C:8]([CH3:11])([CH3:10])[CH3:9].Cl[C:14]1[C:19]([N+:20]([O-:22])=[O:21])=[CH:18][CH:17]=[CH:16][C:15]=1[N+:23]([O-:25])=[O:24].C(N(CC)CC)C>O1CCCC1.C(OCC)(=O)C>[N+:20]([C:19]1[CH:18]=[CH:17][CH:16]=[C:15]([N+:23]([O-:25])=[O:24])[C:14]=1[NH:1][CH2:2][CH2:3][CH2:4][NH:5][C:6](=[O:12])[O:7][C:8]([CH3:9])([CH3:11])[CH3:10])([O-:22])=[O:21]

Komponenten

6

Edukt 3

HCID 8471TriethylamineHCID 118141-Chloro-2,6-dinitrobenzeneHCID 2735700tert-Butyl (3-aminopropyl)carbamate

Produkt 1

HCID 86632924HCID 86632924, VerbindungAusbeute 99,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of tert-butyl (3-aminopropyl)carbamate (4.20 g, 24.1 mmol), 2-chloro-1,3-dinitrobenzene (4.07 g, 20.1 mmol) and triethylamine (5.60 mL, 40.2 mmol) in tetrahydrofuran (200 mL) was stirred at room temperature for 3 h. The reaction mixture was diluted with ethyl acetate, washed with water and brine, dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography on silica gel eluting with a 30% ethyl acetate/n-hexane mixture to give a yellow solid (6.79 g, 20.0 mmol, 99.5%).

Aufarbeitung

  1. washwashed with water and brine
  2. dry with materialdried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by column chromatography on silica gel eluting with a 30% ethyl acetate/n-hexane mixture

Quellen und Nachweise

ORD-Eintrag
ord-5f7ae8c22c9f44219546ea1da2a0aaa7
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08901141B2

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