反応 #1539

反応方程式

benzamidine hydrochloride hydrate

sodium methoxide

diethyl ethylmalonate

→

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

収率 51.0%

溶媒

methanol

methanol

反応条件

後処理

1. 1
   温度was heated
2. 2
   温度at reflux for 25 h
3. 3
   その他to remove the bulk of the methanol
4. 4
   workup.ADDITIONThe residue was diluted with 300 mL of water
5. 5
   ろ過The solid precipitate was collected by filtration
6. 6
   その他dried under vacuum at 50° C.

実験手順

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).

出典