반응 #1539

반응 방정식

benzamidine hydrochloride hydrate

sodium methoxide

diethyl ethylmalonate

→

5-ethyl-6-hydroxy-2-phenyl-4(3H)-pyrimidinone

수율 51.0%

용매

methanol

methanol

반응 조건

후처리

1. 1
   온도was heated
2. 2
   온도at reflux for 25 h
3. 3
   기타to remove the bulk of the methanol
4. 4
   workup.ADDITIONThe residue was diluted with 300 mL of water
5. 5
   여과The solid precipitate was collected by filtration
6. 6
   기타dried under vacuum at 50° C.

실험 절차

A mixture of 45.19 g (0.29 mol) of benzamidine hydrochloride hydrate, 127.42 g (0.59 mol) of 25% sodium methoxide in methanol, 55 mL (0.29 mol) of diethyl ethylmalonate and 175 mL of methanol was heated at reflux for 25 h. The mixture was rotovapped to remove the bulk of the methanol. The residue was diluted with 300 mL of water and the pH was adjusted to 7 with concentrated hydrochloric acid. The solid precipitate was collected by filtration and dried under vacuum at 50° C. to afford 31.89 g (51%) of crude 5-ethyl-6-hydroxy-2-phenyl-4(3H)-pyrimidinone as a pale yellow solid. 1H-NMR (d6-DMSO) δ 1.05(3H,t), 2.39(2H,q), 7.5(3H,m), 8.1(2H,m).

출처