Reaktion #459618

Reaktionsgleichung

1-[2-chloro-10,11-dihydro-dibenz[b,f]oxepin-10-yl]-piperazine

hydrochloride

sodium iodide

4-chloro-2-butyn-1-ol

hydrogen chloride

sodium carbonate

→

4-{4-[2-chloro-10,11-dihydro-dibenz[b,f]oxepin-10-yl]-1-piperazinyl}-2-butyn-1-ol hydrochloride

Lösungsmittel

ethanol

ethanol

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONSubsequently, there are added successively 2.7 g
2. 2
   workup.WAITfor 3.5 hours at 40° C
3. 3
   SonstigeThe ethanol is then evaporated under reduced pressure
4. 4
   Sonstigethe residue partitioned between water and chloroform
5. 5
   SonstigeThe phases are separated
6. 6
   Extraktionthe aqueous solution is extracted with water
7. 7
   Waschenthe chloroform extracts are washed with water
8. 8
   SonstigeThe solvent is evaporated
9. 9
   workup.DISSOLUTIONthe residue dissolved in benzene
10. 10
    Sonstigechromatographed over 140 g
11. 11
    WaschenElution
12. 12
    WaschenThe 4-{4-[2-chloro-10,11-dihydro-dibenz[b,f]oxepin-10-yl]-1-piperazinyl}-2-butyn-1-ol is eluted with benzene/methanol (99:1)
13. 13
    Sonstigewhich is obtained as an oil
14. 14
    SonstigeThe hydrochloride crystallizes by the addition of ether

Vorschrift

6 G. of 1-[2-chloro-10,11-dihydro-dibenz[b,f]oxepin-10-yl]-piperazine are dissolved in 65 ml. of ethanol. Subsequently, there are added successively 2.7 g. of sodium carbonate, 0.27 g. of sodium iodide. Then, a solution of 2.4 g. of 4-chloro-2-butyn-1-ol in 15 ml. of ethanol is added dropwise. The mixture is stirred for 16 hours at room temperature and thereafter for 3.5 hours at 40° C. The ethanol is then evaporated under reduced pressure and the residue partitioned between water and chloroform. The phases are separated, the aqueous solution is extracted with water and the chloroform extracts are washed with water. The solvent is evaporated, the residue dissolved in benzene and chromatographed over 140 g. of silica gel. Elution is carried out first with benzene. The 4-{4-[2-chloro-10,11-dihydro-dibenz[b,f]oxepin-10-yl]-1-piperazinyl}-2-butyn-1-ol is eluted with benzene/methanol (99:1), which is obtained as an oil and is converted to the hydrochloride using the calculated amount of hydrogen chloride in ethanol. The hydrochloride crystallizes by the addition of ether; melting point 194°-195° C. (with decomposition).

Quelle