반응 #449136

반응 방정식

3-t-butylperoxy-1,3-dimethylbutyl chlorooxalate

NaHCO3

→

3-t-Butylperoxy-1,3-dimethylbutyl Hydrogen Oxalate

용매

water

반응 조건

후처리

1. 1
   기타A 50 mL Erlenmeyer flask equipped with a magnetic stirrer
2. 2
   workup.DISSOLUTIONthe organic liquid dissolved in the aqueous phase at room temperature
3. 3
   세척The aqueous solution was washed twice with 30 mL portions of MTBE in order
4. 4
   기타to remove neutral impurities
5. 5
   기타a yellow organic liquid formed
6. 6
   추출The resulting mixture was extracted twice with 30 mL portions of MTBE
7. 7
   세척washed once with 50 mL of water
8. 8
   건조dried over 5% by weight of anhydrous MgSO4
9. 9
   기타after separation of the spent desiccant
10. 10
    여과by filtration
11. 11
    기타the solvent was removed in vacuo
12. 12
    기타leaving 2.2 g (85% of theory, uncorrected) of a clear yellow liquid

실험 절차

A 50 mL Erlenmeyer flask equipped with a magnetic stirrer and a thermometerwas charged with 50 g of water and 2.8 g (10 mmoles) of 3-t-butylperoxy-1,3-dimethylbutyl chlorooxalate and the resulting mixture was stirred at room temperature. No reaction appeared to be occurring, therefore, 2.1 g (23 mmoles) of NaHCO3 was added. Gas evolution occurred and the organic liquid dissolved in the aqueous phase at room temperature. The pH of the solution was about 9. The aqueous solution was washed twice with 30 mL portions of MTBE in order to remove neutral impurities. Then the aqueous solution was acidified with 20 g (27 mmoles) of aqueous 5% HCl solution and a yellow organic liquid formed. The resulting mixture was extracted twice with 30 mL portions of MTBE. The MTBE extracts were combined, washed once with 50 mL of water, dried over 5% by weight of anhydrous MgSO4, and, after separation of the spent desiccant by filtration, the solvent was removed in vacuo leaving 2.2 g (85% of theory, uncorrected) of a clear yellow liquid. An IR spectrum of the product showed an acid OH band at about 3200 cm-1, a very strong carbonyl band at 1740 cm-1 and a peroxide (--OO--) band at about 875 cm-1.

출처