반응 #77736
ord-dc86013d85064869934468b248415d6a
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후처리
- 1온도The mixture is heated
- 2온도at reflux temperature for 1.5 h
- 3추출extracted with ethyl acetate
- 4농축concentrated in vacuo
- 5기타to afford an oily residue
- 6온도heated
- 7온도at reflux temperature overnight
- 8온도cooled to 0° C. for several hours
- 9여과filtered
- 10기타The filtercake is dried
실험 절차
A solution of N-(4-acetyl-3-hydroxyphenyl)acetamide (4.00 g., 21 mmol) and diethyl oxalate (7.3 mL, 54 mmol) in absolute ethanol is added dropwise to a solution of sodium ethoxide (0.1 mol) in absolute ethanol. The mixture is heated at reflux temperature for 1.5 h, cooled to ambient temperature, poured into water, acidified to pH 3 with 6N HCl and extracted with ethyl acetate. The extracts are combined and concentrated in vacuo to afford an oily residue. The residue is dissolved in ethanol, treated with concentrated HCl heated at reflux temperature overnight, cooled to 0° C. for several hours and filtered. The filtercake is dried to afford the title compound as an orange solid, 2.95 g (61% yield), mp 195°-198° C., identified by NMR and mass spectral analyses.