Reaktion #1592785

Reaktionsgleichung

phenylmethanesulfonyl chloride

(4-bromo-2-fluoro-phenyl)methanamine

N,N-diisopropylethylamine

→

N-[(4-bromo-2-fluoro-phenyl)methyl]-1-phenyl-methanesulfonamide

Ausbeute 80.1%

Lösungsmittel

dichloromethane

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed with water and brine
2. 2
   Trocknendried with MgSO4
3. 3
   Einengenconcentrated
4. 4
   Sonstigepurified by silica gel column chromatography (20-100% EtOAc in heptane)

Vorschrift

To a solution of (4-bromo-2-fluoro-phenyl)methanamine (3 g, 14.7 mmol) in dichloromethane (50 mL) was added N,N-diisopropylethylamine (3.3 mL, 19.1 mmol), followed by phenylmethanesulfonyl chloride (3.3 g, 17.6 mmol) and the reaction was stirred at ambient temperature for 3 hours. The reaction was diluted with dichloromethane and washed with water and brine, dried with MgSO4, concentrated and purified by silica gel column chromatography (20-100% EtOAc in heptane) to give N-[(4-bromo-2-fluoro-phenyl)methyl]-1-phenyl-methanesulfonamide (4.22 g, 80% yield). LCMS (m/z) ES+ 358 [M+1]+.

Quelle