반응 #2507855

반응 방정식

2-(3,4-Dimethylphenyl)hydrazinium chloride

ethyl acetoacetate

sodium acetate

acetic acid

→

title compound

수율 71.0%

1-(3,4-dimethylphenyl)-3-methyl-1H-pyrazol-5-ol

수율 71.0%

용매

—

Petroleum ether

ethanol

반응 조건

후처리

1. 1
   온도The resulting mixture was cooled
2. 2
   농축concentrated
3. 3
   workup.DISSOLUTIONthe residue was dissolved in dichloromethane (10 L)
4. 4
   세척carefully washed with saturated sodium bicarbonate (3×3 L)
5. 5
   농축The organic layer was concentrated
6. 6
   기타to afford a solid
7. 7
   온도under reflux
8. 8
   온도the resulting mixture was cooled
9. 9
   여과filtered

실험 절차

2-(3,4-Dimethylphenyl)hydrazinium chloride (900 g, 5.21 mol), ethyl acetoacetate (678 g, 5.21 mol), sodium acetate (428 g, 5.21 mol) and glacial acetic acid (10 L) were stirred at 118° C. for about 24 hours. The resulting mixture was cooled and concentrated, and the residue was dissolved in dichloromethane (10 L) and carefully washed with saturated sodium bicarbonate (3×3 L). The organic layer was concentrated to afford a solid. The solid was dissolved in ethanol (450 mL) under reflux. Petroleum ether (7.2 L) was slowly added, and the resulting mixture was cooled and filtered to afford the title compound (748 g, 71%). PXRD analysis provided the diffractogram as shown in FIG. 31.

출처