반응 #2027

반응 방정식

1,3-Dibromopropane

sodium sulfite

Norit

→

title compound

수율 85.6%

Sodium 1,3-propanedisulfonate

수율 85.6%

용매

water

반응 조건

후처리

1. 1
   기타This compound was prepared by a modification of the method
2. 2
   온도at reflux temperature for 48 h
3. 3
   기타Inorganic salts (sodium bromide and sodium sulfite) were removed by successive treatment of the resultant
4. 4
   기타reaction mixture with barium hydroxide and silver(I) oxide
5. 5
   기타Barium ions were removed by treatment of the aqueous solution with Amberlite-120 (sodium form) ion-exchange resin
6. 6
   기타The solvent was removed on a rotary evaporator
7. 7
   기타the crude product was recrystallized from water-ethanol several times

실험 절차

This compound was prepared by a modification of the method described in Stone, G. C. H. (1936) J. Am. Chem. Soc., 58:488. 1,3-Dibromopropane (40.4 g, 0.20 mol) was treated with sodium sulfite (60.3 g, 0.50 mol) in water at reflux temperature for 48 h. Inorganic salts (sodium bromide and sodium sulfite) were removed by successive treatment of the resultant reaction mixture with barium hydroxide and silver(I) oxide. The solution was then neutralized with Amberlite-120 (acid form) and decolorized with Norit-A. Barium ions were removed by treatment of the aqueous solution with Amberlite-120 (sodium form) ion-exchange resin. The solvent was removed on a rotary evaporator, and the crude product was recrystallized from water-ethanol several times to give the title compound (42.5 g). The small amount of trapped ethanol was removed by dissolving the crystals in a minimum amount of water and then concentrating the solution to dryness. The pure product was further dried under high vacuum at 56° C. for 24 h: mp>300° C.; 1H NMR (D2O) δ: 3.06-3.13 (m, 4H, H-1 and H-3), 2.13-2.29 (m, 2H, H-2); 13C NMR (D2O) δ: 52.3 (C-1 and C-3), 23.8 (C-2).

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