Reaktion #1243500

Reaktionsgleichung

2-chloropropanenitrile

(4-fluorophenyl)(4-piperidinyl)methanone hydrochloride

sodium carbonate

acetonitrile

→

4-(4-fluorobenzoyl)-α-methyl-1-piperidineacetonitrile

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture is cooled
2. 2
   Sonstigethe layers are separated
3. 3
   ExtraktionThe aqueous phase is extracted with 4-methyl-2-pentanone
4. 4
   SonstigeThe combined organic phases are dried
5. 5
   Filtrationfiltered
6. 6
   Sonstigeevaporated
7. 7
   SonstigeThe residue is purified by column-chromatography over silica gel using
8. 8
   workup.ADDITIONa mixture of trichloromethane, hexane and methanol (50:49:1 by volume) as eluent
9. 9
   SonstigeThe pure fractions are collected
10. 10
    Sonstigethe eluent is evaporated
11. 11
    SonstigeThe solid residue is crystallized from 2,2'-oxybispropane
12. 12
    FiltrationThe product is filtered off
13. 13
    Sonstigedried

Vorschrift

A mixture of 25 parts of 2-chloropropanenitrile, 61 parts of (4-fluorophenyl)(4-piperidinyl)methanone hydrochloride, 63 parts of sodium carbonate and 160 parts of acetonitrile is stirred and refluxed (100° C.) overnight. The reaction mixture is cooled, water is added and the layers are separated. The aqueous phase is extracted with 4-methyl-2-pentanone. The combined organic phases are dried, filtered and evaporated. The residue is purified by column-chromatography over silica gel using a mixture of trichloromethane, hexane and methanol (50:49:1 by volume) as eluent. The pure fractions are collected and the eluent is evaporated. The solid residue is crystallized from 2,2'-oxybispropane. The product is filtered off, and dried yielding 17 parts of 4-(4-fluorobenzoyl)-α-methyl-1-piperidineacetonitrile; mp. 126.7° C.

Quelle