反応 #2027

反応方程式

1,3-Dibromopropane

sodium sulfite

Norit

→

title compound

収率 85.6%

Sodium 1,3-propanedisulfonate

収率 85.6%

溶媒

water

反応条件

後処理

1. 1
   その他This compound was prepared by a modification of the method
2. 2
   温度at reflux temperature for 48 h
3. 3
   その他Inorganic salts (sodium bromide and sodium sulfite) were removed by successive treatment of the resultant
4. 4
   その他reaction mixture with barium hydroxide and silver(I) oxide
5. 5
   その他Barium ions were removed by treatment of the aqueous solution with Amberlite-120 (sodium form) ion-exchange resin
6. 6
   その他The solvent was removed on a rotary evaporator
7. 7
   その他the crude product was recrystallized from water-ethanol several times

実験手順

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).

出典