반응 #672735

반응 방정식

4-Methyl-2,6-dioxo-4-propyl-piperidine-3,5-dicarbonitrile

Water

→

4-Methyl-4-propyl-dihydro-pyran-2,6-dione

용매

sulfuric acid

반응 조건

후처리

1. 1
   온도the solution was refluxed for 18 hrs
2. 2
   온도Upon cooling
3. 3
   기타the crystals were collected
4. 4
   workup.STIRRINGstirred for 16 hrs
5. 5
   기타The solvent was removed under reduced pressure
6. 6
   기타The residue was partitioned between saturated aqueous sodium bicarbonate and diethyl ether
7. 7
   workup.ADDITIONThe ether fraction was treated with anhydrous magnesium sulfate
8. 8
   농축concentrated under reduced pressure
9. 9
   기타to give the product MS (ESI+) for C9H14O3 m/z 171.2 (M+H)+

실험 절차

Following the procedure of Vogel, A. I.; J. Chem. Soc., 1934; 1758-1765: 4-Methyl-2,6-dioxo-4-propyl-piperidine-3,5-dicarbonitrile was dissolved in 50 mL of sulfuric acid and stirred for 16 hrs. Water (50 mL) was added and the solution was refluxed for 18 hrs. Upon cooling, the crystals were collected. The crystals were suspended in 10 mL of acetic anhydride. The suspension was heated to 130° C. and stirred for 16 hrs. The solvent was removed under reduced pressure. The residue was partitioned between saturated aqueous sodium bicarbonate and diethyl ether. The ether fraction was treated with anhydrous magnesium sulfate and concentrated under reduced pressure to give the product MS (ESI+) for C9H14O3 m/z 171.2 (M+H)+.

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