반응 #2460286

반응 방정식

2-butynedioic acid

n-butyl alcohol

sulfuric acid

→

dibutyl acetylenedicarboxylate

반응 조건

후처리

1. 1
   온도was heated
2. 2
   온도at reflux for 6 hours
3. 3
   온도The mixture was cooled to ambient,
4. 4
   세척washed with 10% aqueous NaHCO3
5. 5
   건조with brine, dried (Na2SO4)
6. 6
   농축concentrated
7. 7
   workup.DISTILLATIONthe resulting crude product distilled under reduced pressure (bp 65-70° C./0.08 mm)
8. 8
   기타Dibutyl acetylenedicarboxylate was obtained as a colorless oil (8.5 g, 86% of theory)

실험 절차

First, dibutyl acetylenedicarboxylate was prepared. A mixture of 2-butynedioic acid (5.0 g, 44 mmol), n-butyl alcohol (162 g, 2.19 mol), and sulfuric acid (0.86 g, 9 mmol) was heated at reflux for 6 hours. The mixture was cooled to ambient, washed with 10% aqueous NaHCO3 then with brine, dried (Na2SO4), concentrated, and the resulting crude product distilled under reduced pressure (bp 65-70° C./0.08 mm). Dibutyl acetylenedicarboxylate was obtained as a colorless oil (8.5 g, 86% of theory). 1H NMR (CDCl3): δ 1.90 (t, 6H), 1.38 (m, 4H), 1.65 (m, 4H), 4.20 (t, 4H).

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