反应 #1076771

反应方程式

calcium hydroxide

calcium carbonate

2-Butanone

formalin

calcium hydroxide

→

3,3-Bis(hydroxymethyl)-2-Butanone

溶剂

ethyl acetate

—

ligroin

反应条件

后处理

1. 1
   workup.STIRRINGthe reaction mixture stirred another 6 hr at ambient conditions
2. 2
   过滤Subsequently, the solution was filtered
3. 3
   浓缩The solution was concentrated at reduced pressure
4. 4
   其他to yield a cloudy syrup
5. 5
   过滤filtered
6. 6
   其他to remove traces of calcium carbonate
7. 7
   其他the ethyl acetate was removed in vacuo
8. 8
   其他to yield a water white liquid
9. 9
   温度the mixture heated
10. 10
    workup.STIRRINGwith good stirring for 10 min
11. 11
    温度to cool/settle for 2 hr
12. 12
    其他, after which time the ligroin was decanted from the liquid product
13. 13
    workup.WAITto stand overnight in a freezer
14. 14
    其他The ligroin was decanted
15. 15
    其他the solid recovered
16. 16
    其他The 3,3-Bis(hydroxymethyl)-2-butanone was used without further purification
17. 17
    其他Analytical samples were prepared by recrystallization from chloroform and petroleum ether

实验过程

2-Butanone (216 g, 3.0 mol) and 30% formalin (600 g, 6.0 mol) were added simultaneously, but separately, to an aqueous calcium hydroxide solution (1.89 g, 0.255 mol) in a 3-liter flask during a 5-min. period. The solution was stirred vigorously for 6 hr at 10-15° C. Another portion of calcium hydroxide (0.4 g, 0.0054 mol) was added and the reaction mixture stirred another 6 hr at ambient conditions. Subsequently, the solution was filtered and neutralized with dry ice. The solution was concentrated at reduced pressure to yield a cloudy syrup containing insoluble calcium carbonate. The viscous product was dissolved in a minimum amount of ethyl acetate and filtered to remove traces of calcium carbonate, and the ethyl acetate was removed in vacuo to yield a water white liquid. The residue was slurried in 3 liters of ligroin and the mixture heated to boiling with good stirring for 10 min. The solution/suspension was allowed to cool/settle for 2 hr., after which time the ligroin was decanted from the liquid product. This procedure was repeated once more except that the solution was allowed to stand overnight in a freezer. The ligroin was decanted and the solid recovered. The 3,3-Bis(hydroxymethyl)-2-butanone was used without further purification. Analytical samples were prepared by recrystallization from chloroform and petroleum ether; m.p. 60° C.; 753 g, 95% of theoretical yield; H-NMR spectra were consistent.

来源