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Dimethylamine, hydrochloride → HCID 28165234, Verbindung

HRID 446941
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 446941
[C:1]([O:5][C:6]([NH:8][C@H:9]([CH3:13])[C:10](O)=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].F[B-](F)(F)F.N1(O[C:29](N(C)C)=[N+:30](C)[CH3:31])C2C=CC=CC=2N=N1.Cl.CNC.C(N(CC)C(C)C)(C)C>ClCCl.O>[C:1]([O:5][C:6](=[O:7])[NH:8][C@@H:9]([C:10](=[O:11])[N:30]([CH3:31])[CH3:29])[CH3:13])([CH3:4])([CH3:3])[CH3:2]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 10473Dimethylamine, hydrochlorideHCID 81531DiisopropylethylamineHCID 637606BOC-D-alanineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate

Produkt 1

HCID 28165234HCID 28165234, VerbindungAusbeute 101,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962
Water
Lösungsmittel
HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

(R)-2-(tert-Butoxycarbonylamino)propanoic acid (1.0 g, 5.3 mmol) and O-benzotriazol-1-yl-N,N,N′,N′-tetramethyluronium tetrafluoroborate (1.8 g, 5.6 mmol) were dissolved in 13 mL of dichloromethane. Dimethylamine hydrochloride (0.64 g, 7.8 mmol) and N,N-diisopropylethylamine (3.6 mL, 20.8 mmol) were added and the mixture was stirred at room temperature for 16 h. The reaction mixture was diluted with dichloromethane and water was added. The layers were separated and the aqueous layer was extracted once more with dichloromethane. The combined organic layers were washed with sodium chloride solution, dried over sodium sulfate and concentrated. The residue was purified by silica gel chromatography (ethyl acetate/hexanes) to give 1.16 g (100%) of ((R)-1-dimethylcarbamoyl-ethyl)-carbamic acid tert-butyl ester.

Aufarbeitung

  1. additionwas added
  2. customThe layers were separated
  3. extractionthe aqueous layer was extracted once more with dichloromethane
  4. washThe combined organic layers were washed with sodium chloride solution
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated
  7. customThe residue was purified by silica gel chromatography (ethyl acetate/hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-c23c30bb05c146949167ac7849a32ebc
Quelldatensatz
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08481541B2

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