Reaktion #734721

Reaktionsgleichung

4-(2-fluorophenyl)-4-hydroxy-1-methylpiperidine

2-fluorobenzyl mercaptan

boron trifluoride etherate

acetic acid

→

4-(2-fluorobenzylthio)-4-(2-fluorophenyl)-1-methylpiperidine maleate

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe excess reagents are removed under reduced pressure
2. 2
   Sonstigethe residue is triturated with 300 ml of 0.5 N HCl and 100 ml of ether
3. 3
   workup.WAITAfter standing at 5°-10° C. for 30 minutes
4. 4
   Filtrationa crystalline precipitate is filtered
5. 5
   Sonstigeair dried
6. 6
   Sonstigedried
7. 7
   Einengenconcentrated to a yellowish oil which
8. 8
   Sonstigeis then converted to its maleate in ether, recrystallization of the crude salt from methanol-ether

Vorschrift

A mixture of 4-(2-fluorophenyl)-4-hydroxy-1-methylpiperidine of Example 1a (15.8 g), 12 ml of 2-fluorobenzyl mercaptan and 20 ml of boron trifluoride etherate in 15 ml of glacial acetic acid is stirred at 65°-70° C. for 16 hours. The excess reagents are removed under reduced pressure, the residue is triturated with 300 ml of 0.5 N HCl and 100 ml of ether. After standing at 5°-10° C. for 30 minutes, a crystalline precipitate is filtered, air dried and made basic with 10% aqueous NH4OH. The liberated amine is taken up in either, dried and concentrated to a yellowish oil which is then converted to its maleate in ether, recrystallization of the crude salt from methanol-ether gives colorless prisms, m.p. 153°-154° C. of 4-(2-fluorobenzylthio)-4-(2-fluorophenyl)-1-methylpiperidine maleate.

Quelle