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Dimethylamine, hydrochloride → HCID 66909142, Verbindung

HRID 1041872
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1041872
[CH3:1][O:2][C:3](=[O:16])[C:4]1[CH:9]=[CH:8][C:7](F)=[C:6]([O:11][C:12]([F:15])([F:14])[F:13])[CH:5]=1.Cl.[CH3:18][NH:19][CH3:20].C(=O)([O-])[O-].[K+].[K+]>CS(C)=O>[CH3:1][O:2][C:3](=[O:16])[C:4]1[CH:9]=[CH:8][C:7]([N:19]([CH3:20])[CH3:18])=[C:6]([O:11][C:12]([F:15])([F:14])[F:13])[CH:5]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 10473Dimethylamine, hydrochlorideHCID 11430Potassium CarbonateHCID 66909120HCID 66909120, Verbindung

Produkt 1

HCID 66909142HCID 66909142, VerbindungAusbeute 69 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To a stirred solution of 5.36 g (22.5 mmol) 14a and 60.0 ml dimethylsulphoxid were added 2.23 g (27.0 mmol) dimethylamine hydrochloride and 6.54 g (47.3 mmol) potassium carbonate. The reaction mixture was stirred for 8 h at 60° C. in an autoclave and was reduced with high vacuum rotation evaporator at 65° C. The residue was diluted with dichloromethane, washed twice with water. The combined water phases were extracted with dichloromethane. The combined dichloromethane phases were washed with diluted sodium hydrogen carbonate solution, dried with sodium sulphate and concentrated. The oily crude was purified by column chromatography and the desired product 14b was obtained in 69% yield (4.09 g, 15.5 mmol).

Aufarbeitung

  1. customwas reduced with high vacuum rotation evaporator at 65° C
  2. additionThe residue was diluted with dichloromethane
  3. washwashed twice with water
  4. extractionThe combined water phases were extracted with dichloromethane
  5. washThe combined dichloromethane phases were washed with diluted sodium hydrogen carbonate solution
  6. dry with materialdried with sodium sulphate
  7. concentrationconcentrated
  8. customThe oily crude was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-955cc258bf3d467791c1ea29344a7c3c
Quelldatensatz
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08557776B2

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