반응 #1248

반응 방정식

2', 4', 6'-trimethylacetophenone

diethyl oxalate

NaH

→

red oil

수율 66.7%

Ethyl 2,4-dioxo-4-(2,4,6-trimethylphenyl)butanoate

수율 66.7%

용매

toluene

반응 조건

후처리

1. 1
   온도The reaction mixture was slowly heated
2. 2
   온도to reflux under N2
3. 3
   온도It was refluxed for about 20 minutes
4. 4
   온도cooled
5. 5
   workup.ADDITIONpoured into ice-cold aqueous HCl solution
6. 6
   추출extracted with ether
7. 7
   세척The extracts were washed with brine
8. 8
   건조dried over Na2SO4
9. 9
   여과filtered through a short silica gel pad
10. 10
    농축concentrated

실험 절차

To a solution of 2', 4', 6'-trimethylacetophenone (15 g, 92.6 mmol) and diethyl oxalate (20 g, 139 mmol) in 500 mL of anhydrous toluene was cautiously added 7.4 g of NaH (60% dispersion in mineral oil). The reaction mixture was slowly heated to reflux under N2. It was refluxed for about 20 minutes, then cooled, poured into ice-cold aqueous HCl solution, and extracted with ether. The extracts were washed with brine, dried over Na2SO4, filtered through a short silica gel pad and concentrated to give 16.2 g of a red oil which was used in the next reaction without further purification.

출처