반응 #40773

반응 방정식

hydrazine hydrate

cinnamaldehyde

→

5-Phenyl-4,5-dihydro-1H-pyrazole

용매

t-BuOH

반응 조건

후처리

1. 1
   온도The mixture was refluxed overnight
2. 2
   농축followed by concentration under reduced pressure
3. 3
   workup.ADDITIONWater was added to the residue
4. 4
   추출the aqueous phase was extracted twice with DCM
5. 5
   세척The combined organic layers were washed with water
6. 6
   건조dried over Na2SO4
7. 7
   농축concentrated under reduced pressure
8. 8
   workup.ADDITIONThis gave 10.46 g of a yellow oil containing 85% of the desired product, which
9. 9
   기타was used in subsequent steps without further purification

실험 절차

Under N2 atmosphere, hydrazine hydrate (9.2 mL) was added to a solution of cinnamaldehyde (10.0 g) in t-BuOH (20 mL). The mixture was refluxed overnight, followed by concentration under reduced pressure. Water was added to the residue, and the aqueous phase was extracted twice with DCM. The combined organic layers were washed with water, dried over Na2SO4 and concentrated under reduced pressure. This gave 10.46 g of a yellow oil containing 85% of the desired product, which was used in subsequent steps without further purification. 1H NMR (200 MHz, CDCl3) δ 2.61-2.80 (m, 1H), 3.04-3.23 (m, 1H), 4.72 (dd, J=8 and 10 Hz, 1H), 5.60-6.10 (br s, 1H), 6.77-6.87 (m, 1H), 7.18-7.47 (m, 5H).

출처