反応 #1540

反応方程式

benzamidine hydrochloride hydrate

sodium acetate

ethyl 3,3-diethoxyacrylate

DMSO

→

6-ethoxy-2-phenyl-4(3H)-pyrimidinone

収率 57.0%

溶媒

NaOH

反応条件

後処理

1. 1
   温度The mixture was cooled
2. 2
   洗浄washed with two 100 mL portions of ether
3. 3
   ろ過the precipitate was collected by filtration
4. 4
   その他dried under vacuum at 50° C.

実験手順

A mixture of 3.14 g (20.0 mmol) of benzamidine hydrochloride hydrate, 1.65 g (20.1 mmol) of powdered anhydrous sodium acetate, 4.17 g (22.2 mmol) of ethyl 3,3-diethoxyacrylate and 10 mL of DMSO was heated at 120° C. for 8 h. The mixture was cooled, diluted with 50 mL of 5% aqueous NaOH and washed with two 100 mL portions of ether. The aqueous layer was acidified with concentrated hydrochloric acid and the precipitate was collected by filtration and dried under vacuum at 50° C. to furnish 2.28 g (57%) of crude 6-ethoxy-2-phenyl-4(3H)-pyrimidinone as a yellow solid 1 H-NMR (d6-DMSO) δ 1.35(3H,t), 4.33(2H,q), 5.60(1H,s), 7.50(3H,m), 8.2(2H,m).

出典