1,2-Dichloroethane → HCID 86625527, Verbindung

HRID 2265973Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2265973
[Cl:1][C:2]1[CH:10]=[C:9]([C:11]([F:14])([F:13])[F:12])[C:5](C(O)=O)=[CH:4][N:3]=1.Cl.[CH3:16][NH:17][O:18][CH3:19].CN1CCOCC1.C(Cl)CCl>C(Cl)Cl>[Cl:1][C:2]1[N:3]=[CH:4][C:5]([N:17]([CH3:16])[O:18][CH3:19])=[C:9]([C:11]([F:12])([F:13])[F:14])[CH:10]=1

Komponenten

6

Edukt 4

HCID 111,2-DichloroethaneHCID 79724-MethylmorpholineHCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 27833826-Chloro-4-(trifluoromethyl)nicotinic acid

Produkt 1

HCID 86625527HCID 86625527, VerbindungAusbeute 85,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a solution of 6-chloro-4-trifluoromethyl-nicotinic acid (0.9 g, 3.99 mmol) in methylene chloride were added N,O-dimethylhydroxylamine HCl (0.39 g, 1.0 eq), NMM (0.44 ml), and EDC (0.768 g) at 0° C. and the reaction mixture was stirred at 0° C. for 2 hrs. The reaction mixture was extracted with methylene chloride, and washed with water and brine. The organic layer was dried over anhydrous MgSO4 and concentrated under reduced pressure. The resulting residue was purified by column chromatography (Hex/EtOAc=4/1) to give the product (0.824 g, 76.9%).

Aufarbeitung

  1. extractionThe reaction mixture was extracted with methylene chloride
  2. washwashed with water and brine
  3. dry with materialThe organic layer was dried over anhydrous MgSO4
  4. concentrationconcentrated under reduced pressure
  5. customThe resulting residue was purified by column chromatography (Hex/EtOAc=4/1)

Quellen und Nachweise

ORD-Eintrag
ord-87fbfa72fa6c4388b79a5ddb4786f307
Quelldatensatz
uspto-grants-2010_12
Patentnummer
US07858621B2

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