Reaktion #2058154

Reaktionsgleichung

NaCl

N-[(1E)-cyclopropylmethylene]-2-methylpropane-2-sulfinamide

[(difluoromethyl)sulfonyl]benzene

NaHMDS

→

title compound

N-[1-Cyclopropyl-2,2-difluoro-2-(phenylsulfonyl)ethyl]-2-methylpropane-2-sulfinamide

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeto quench
2. 2
   Sonstigethe reaction at −78° C
3. 3
   Extraktionthe mixture was extracted with EtOAc
4. 4
   SonstigeThe combined organic phases were dried
5. 5
   Einengenconcentrated
6. 6
   Sonstigepurified by flash chromatography

Vorschrift

To a solution of N-[(1E)-cyclopropylmethylene]-2-methylpropane-2-sulfinamide (1.0 g, 5.8 mmol) and [(difluoromethyl)sulfonyl]benzene (1.1 g, 5.8 mmol) in THF (60 mL) was added dropwise NaHMDS (2 M, 4 mL, 8.2 mmol) at −78° C. The reaction mixture was stirred at this temperature for 2 h. A saturated NaCl solution (60 mL) was added to the reaction mixture to quench the reaction at −78° C. After warmed to room temperature, the mixture was extracted with EtOAc. The combined organic phases were dried, concentrated, and purified by flash chromatography to afford the title compound. 1H NMR (400 MHz, CDCl3) δ 7.80 (d, 2H); 7.60 (t, 1H); 7.48 (d, 2H); 3.48 (d, 1H); 1.06-1.10 (m, 1H); 1.05 (s, 9H); 0.45-0.75 (m, 4H).

Quelle