Triethylamine → HCID 21949151, Verbindung

HRID 2376834Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2376834
N1([NH:7][C:8]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:9])CCNCC1.[OH:18][C:19]([CH3:24])([CH3:23])[C:20](O)=[O:21].Cl.C(N=C=NCCCN(C)C)C.O.ON1C2C=CC=CC=2N=N1.[CH2:48]([N:50](CC)[CH2:51][CH3:52])[CH3:49]>O1CCCC1>[OH:18][C:19]([CH3:24])([CH3:23])[C:20]([N:50]1[CH2:51][CH2:52][N:7]([C:8]([O:10][CH2:11][C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)=[O:9])[CH2:49][CH2:48]1)=[O:21]

Komponenten

7

Edukt 5

HCID 8471TriethylamineHCID 116712-Hydroxyisobutyric acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 69316859HCID 69316859, Verbindung

Produkt 1

HCID 21949151HCID 21949151, VerbindungAusbeute 92,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Benzyl piperazine-1-carbamate (2.203 g, 10.0 mmol) was dissolved in tetrahydrofuran (50 ml); 2-hydroxy-2-methylpropionic acid (1.25 g, 12.0 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (2.30 g, 12.0 mmol), 1-hydroxy-1H-benzotriazole monohydrate (1.84 g, 12.0 mmol) and triethylamine (3.35 ml, 24.0 mmol) were added; and the reaction mixture was stirred at room temperature for 7 hours. The reaction mixture was partitioned between ethyl acetate and 1N hydrochloric acid. The organic layer was washed with water, a saturated aqueous solution of sodium hydrogencarbonate and brine, and dried over anhydrous sodium sulfate. The solvent was distilled off, and dried under reduced pressure to yield the title compound (2.823 g, 9.21 mmol, 92.1%) as a colorless oil.

Aufarbeitung

  1. customThe reaction mixture was partitioned between ethyl acetate and 1N hydrochloric acid
  2. washThe organic layer was washed with water
  3. dry with materiala saturated aqueous solution of sodium hydrogencarbonate and brine, and dried over anhydrous sodium sulfate
  4. distillationThe solvent was distilled off
  5. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-3255af95b5c14c1c8c43d28e9eb4530c
Quelldatensatz
uspto-grants-2008_12
Patentnummer
US07468380B2

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