Reaktion #1111162

Reaktionsgleichung

mesyl chloride

N1-[4-(2-Benzyloxy-4-ethylphenoxy)-3-fluorophenyl]propan-1,3-diamine

triethylamine

→

title compound

Ausbeute 82.8%

N-Methanesulfonyl-N1-[4-(2-benzyloxy-4-ethylphenoxy)-3-fluorophenyl]propan-1,3-diamine

Ausbeute 82.8%

Lösungsmittel

dichloromethane

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction was quenched after 5 minutes as the reaction
2. 2
   workup.ADDITIONThe reaction mixture was diluted with water
3. 3
   Sonstigethe layers separated
4. 4
   ExtraktionThe aqueous layer was extracted with dichloromethane
5. 5
   Waschenthe combined dichloromethane fraction was washed with water
6. 6
   Trocknendried over anhydrous Na2SO4
7. 7
   Einengenconcentrated
8. 8
   SonstigeThe crude residue obtained
9. 9
   Sonstigeobtained from an earlier 20 mg batch and column
10. 10
    Sonstigepurified over silica gel using 2% methanol in dichloromethane as eluant

Vorschrift

To a solution of N1-[4-(2-Benzyloxy-4-ethylphenoxy)-3-fluorophenyl]propan-1,3-diamine (90 mg, 0.23 mmol) in 5 ml of dry dichloromethane and 0.08 ml (0.57 mmol) of triethylamine, cooled to 0° C., was added mesyl chloride (26 mg, 0.23 mmol) taken in 0.5 ml of dichloromethane dropwise. The reaction was quenched after 5 minutes as the reaction was complete on TLC. The reaction mixture was diluted with water and the layers separated. The aqueous layer was extracted with dichloromethane and the combined dichloromethane fraction was washed with water, dried over anhydrous Na2SO4 and concentrated. The crude residue obtained was combined with the crude obtained from an earlier 20 mg batch and column purified over silica gel using 2% methanol in dichloromethane as eluant to get 90 mg, 68.3% of title compound.

Quelle