反应详情

温度

27 °C

Solutions of sodium sulfite (327 g, 2.60 mol) in water (1.26 L) and 16-bromo-hexadecanoic acid methyl ester (728 g, 2.00 mol, 96% purity) in 1-propanol (945 mL) and methanol (420 mL) were heated to reflux in 6 L reactor equipped with mechanical stirrer for 48 hours. The reaction mixture was cooled to 27° C. and diluted with tetrahydrofuran (2 L). Reaction mixture was filtered and solid material was washed with tetrahydrofuran (3×700 mL). Filtrate was cooled to 0° C. and another portion of material was precipitated. This precipitate was filtered and washed with tetrahydrofuran (2×200 mL). Solids were combined and mixed with water (8.4 L) in 20 L pot. Solution of sodium hydroxide (120 g, 3.00 mol) was added. The mixture was heated to boiling for about 5 hours. Solution of sulfuric acid (430 mL, 8.00 mol) in water (500 mL) was slowly added into the reaction mixture (sulfur dioxide is formed). Reaction mixture was heated to boiling for 10 minutes and then let to cool to 15° C. (ice bath). The mixture was filtered on Büchner funnel through filter paper Seitz (several layers filter) applying vacuo. This procedure was very slow and took two days. Solid material was several times washed with distilled water until pH of filtrate was between 2 and 3. This procedure took about three days. Muddy white material was dried in oven at 80° C. giving desired product.

1. temperatureto reflux in 6 L reactor
2. customequipped with mechanical stirrer for 48 hours
3. customReaction mixture
4. filtrationwas filtered
5. washsolid material was washed with tetrahydrofuran (3×700 mL)
6. temperatureFiltrate was cooled to 0° C.
7. customanother portion of material was precipitated
8. filtrationThis precipitate was filtered
9. washwashed with tetrahydrofuran (2×200 mL)
10. additionmixed with water (8.4 L) in 20 L pot
11. temperatureThe mixture was heated
12. customReaction mixture
13. temperaturewas heated
14. waitto boiling for 10 minutes
15. temperatureto cool to 15° C. (ice bath)
16. filtrationThe mixture was filtered on Büchner funnel
17. filtrationthrough filter
18. filtrationpaper Seitz (several layers filter)
19. waittook two days
20. washwashed with distilled water until pH of filtrate
21. waitThis procedure took about three days
22. customMuddy white material was dried in oven at 80° C.