Water → N-[1-methyl-1-(3-chlorophenyl)ethyl]-N-(2-methyl-2-propenyl)-2-bromo-2-(2-fluorophenyl)acetamide

HRID 1707230Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1707230
N1C=CC=CC=1.[Br:7][CH:8]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[F:18])[C:9](Cl)=[O:10].[CH3:19][C:20]([NH:29][CH2:30][C:31]([CH3:33])=[CH2:32])([C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([Cl:28])[CH:23]=1)[CH3:21].O>ClCCl>[CH3:21][C:20]([N:29]([CH2:30][C:31]([CH3:33])=[CH2:32])[C:9](=[O:10])[CH:8]([Br:7])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[F:18])([C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([Cl:28])[CH:23]=1)[CH3:19]

Komponenten

6

Edukt 4

HCID 962WaterHCID 1049PyridineHCID 18962886N-[1-methyl-1-(3-chlorophenyl)ethyl]-2-methyl-2-propenylamineHCID 217957312-Bromo-2-(2-fluorophenyl)acetyl chloride

Produkt 1

HCID 18962889N-[1-methyl-1-(3-chlorophenyl)ethyl]-N-(2-methyl-2-propenyl)-2-bromo-2-(2-fluorophenyl)acetamideAusbeute 40,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

In 30 ml of dichloromethane containing 2.8 g of pyridine, 4.0 g of 2-bromo-2-(2-fluorophenyl)acetyl chloride were added dropwise to 2.5 g of N-[1-methyl-1-(3-chlorophenyl)ethyl]-2-methyl-2-propenylamine at 10° to 15° C. After stirring at room temperature for 1 hour, the solution was poured into water, and extraction was then made with dichloromethane. The resultant extract was washed with a saturated aqueous sodium bicarbonate solution, and dried over anhydrous sodium sulfate. After concentration, column chromatography was done to obtain 2.0 g of the desired N-[1-methyl-1-(3-chlorophenyl)ethyl]-N-(2-methyl-2-propenyl)-2-bromo-2-(2-fluorophenyl)acetamide.

Aufarbeitung

  1. extractionThe resultant extract
  2. washwas washed with a saturated aqueous sodium bicarbonate solution
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationAfter concentration, column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-0f575fc5d47a4fbba2fe48695a78ad5b
Quelldatensatz
uspto-grants-1994_10
Patentnummer
US05352655

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