반응 #459866

반응 방정식

dimedone

triethylamine

ammonium acetate

→

title compound

3,7,7-trimethyl-7,8-dihydro-5(6H)-quinolone

용매

HCl

반응 조건

후처리

1. 1
   기타The cooled reaction mixture
2. 2
   추출extracted with ethyl acetate (2 × 50 ml.)
3. 3
   추출extracted with ethyl acetate (3 × 50 ml.)
4. 4
   건조The combined extracts were dried (MgSO4)
5. 5
   기타the solvent removed
6. 6
   기타to give a residual oil which
7. 7
   workup.DISTILLATIONwas distilled

실험 절차

A mixture of 3-amino-2-methacrolein (8.5 g., 0.1 mol.) and dimedone (14 g., 0.1 mol.) was treated with triethylamine (5 ml.) and ammonium acetate (0.1 g.) and heated in an oil bath at 120° C with stirring for 20 hours. The cooled reaction mixture was diluted with 2N HCl (50 ml.) and extracted with ethyl acetate (2 × 50 ml.) and the extracts discarded. The aqueous solution was adjusted to pH 10.0 with sodium bicarbonate and extracted with ethyl acetate (3 × 50 ml.). The combined extracts were dried (MgSO4) and the solvent removed to give a residual oil which was distilled to give the title compound as a colorless oil (7.8 g., 40% b.p. 80°/0.2 mm Hg. (RT = 2 min. 2% OV17, T=150°).

출처