反応 #49721

反応方程式

sodium hydride

hydrochloric acid

benzyl 6-phenylsalicylate

4-chloro-2,6-dimethoxypyrimidine

→

benzyl 2-(2,6-dimethoxypyrimidine-4-yloxy)-6-phenylbenzoate

収率 85.0%

溶媒

N,N-dimethylformamide

N,N-dimethylformamide

hexane ethyl acetate

N,N-dimethylformamide

反応条件

後処理

1. 1
   温度the reaction mixture was heated at 100°-110° C.
2. 2
   workup.STIRRINGwith stirring for 3 hours
3. 3
   温度After cooling
4. 4
   抽出extracted with ethyl acetate
5. 5
   その他The organic layer separated from the aqueous layer
6. 6
   洗浄was washed with aqua
7. 7
   乾燥saturated sodium chloride solution three times and the organic layer was dried over anhydrous magnesium sulfate
8. 8
   その他The solvent was removed under reduced pressure
9. 9
   その他the residue obtained

実験手順

2.41 Grams of 60% sodium hydride in oil was suspended in 100 ml of N,N-dimethylformamide and to the suspension was added gradually 17.44 g of benzyl 6-phenylsalicylate dissolved in 50 ml of N,N-dimethylformamide. Then, the mixture was stirred at room temperature for 30 minutes. To the reaction system was added 10.01 g of 4-chloro-2,6-dimethoxypyrimidine in 50 ml of N,N-dimethylformamide and the reaction mixture was heated at 100°-110° C. with stirring for 3 hours. After cooling on standing, the reaction mixture was poured into 1N hydrochloric acid and extracted with ethyl acetate. The organic layer separated from the aqueous layer was washed with aqua. saturated sodium chloride solution three times and the organic layer was dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure and the residue obtained was subjected to silica gel column chromatography (hexane/ethyl acetate (10:1-3:1, v/v) to obtain 21.55 g of benzyl 2-(2,6-dimethoxypyrimidine-4-yloxy)-6-phenylbenzoate.

出典