Reaktion #816442

Reaktionsgleichung

benzylsulfonyl chloride

4-(Difluoromethoxy)benzyl amine

triethylamine

→

title compound

Ausbeute 92.2%

N-[4-(Difluoromethoxy)benzyl]-1-phenylmethanesulfonamide

Ausbeute 92.2%

Lösungsmittel

THF

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturIt was cooled in an ice-bath
2. 2
   SonstigeThe cooling bath was removed
3. 3
   workup.ADDITIONafter the addition
4. 4
   Sonstigeevaporated to dryness
5. 5
   workup.ADDITIONDCM (50 mL) was added to the residue
6. 6
   WaschenIt was then washed with 1% HCl (15 mL), water (50 mL×3) and brine
7. 7
   Trocknendried (MgSO4)
8. 8
   Sonstigeevaporated

Vorschrift

4-(Difluoromethoxy)benzyl amine (1.73 g, 9.97 mmol) was dissolved in THF (10 mL). It was cooled in an ice-bath. Under nitrogen atmosphere, triethylamine (1.46 mL, 10.46 mmol) was added and then benzylsulfonyl chloride (1.9 g, 9.97 mmol) in THF (10 mL) was dropped in. The cooling bath was removed after the addition. The mixture was stirred for 3 h and then evaporated to dryness. DCM (50 mL) was added to the residue. It was then washed with 1% HCl (15 mL), water (50 mL×3) and brine, dried (MgSO4) and evaporated to give the title compound (3.01 g. 92%) as a solid; 1H NMR (400 MHz, CDCl3): δ 7.32-7.40 (m, 5H), 7.26 (d, 2H), 7.09 (d, 2H), 6.49 (t, 1H), 4.36 (bt, 1H), 4.24 (s, 2H), 4.10 (d, 2H); Mass Spectrum: M−H+ 326.

Quelle