Triethylamine → HCID 178483602, Verbindung

HRID 406577

Reaktionsgleichung

Reaktionsgleichung von HRID 406577
[CH3:1][NH:2][C:3]([CH3:9])=[CH:4][C:5]([O:7][CH3:8])=[O:6].C(N(CC)CC)C.[Cl:17][C:18]1[CH:26]=[C:25]([F:27])[CH:24]=[CH:23][C:19]=1[C:20](Cl)=[O:21]>C1(C)C=CC=CC=1>[Cl:17][C:18]1[CH:26]=[C:25]([F:27])[CH:24]=[CH:23][C:19]=1[C:20](=[O:21])[C:4](=[C:3]([NH:2][CH3:1])[CH3:9])[C:5]([O:7][CH3:8])=[O:6]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 2734182Methyl 3-(methylamino)but-2-enoate2×HCID 27365462-Chloro-4-fluorobenzoyl chloride

Produkt 1

HCID 178483602HCID 178483602, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel2×

Reaktionsbedingungen

Temperatur
2.5 °C

Versuchsvorschrift

To a mixture of methyl 3-(methylamino)-2-butenoate (i.e. the product of Step A) (10.25 g, 79.43 mmol) and triethylamine (13.26 mL, 9.63 g, 95.31 mmol) in toluene (125 mL) at 0° C. was added dropwise 2-chloro-4-fluorobenzoyl chloride (15.25 g, 79.48 mol) in toluene (25 mL) over 30 minutes while maintaining the temperature of the reaction mixture between about 0 to 5° C. The reaction mixture was allowed to warm to room temperature and stirred over night. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. The resulting dark yellow oil was triturated with hexanes and filtered to provide the title compound as a white solid (15.91 g).

Aufarbeitung

  1. temperatureto warm to room temperature
  2. filtrationThe reaction mixture was filtered
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe resulting dark yellow oil was triturated with hexanes
  5. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-c2780f1beab64aee9f3d1542d987565d
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08754115B2

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