반응 #634063

반응 방정식

sodium hydroxide

Bromotrimethylsilane

(2-chloro-pyrimidin-5-yl)acetic acid ethyl ester

diethyl ether

→

title compound

수율 91.0%

(2-bromo-pyrimidin-5-yl)-acetic Acid Ethyl Ester

수율 91.0%

용매

propionitrile

반응 조건

후처리

1. 1
   온도the mixture was heated
2. 2
   온도After cooling the reaction mixture to room temperature
3. 3
   추출The reaction mixture was extracted with diethyl ether
4. 4
   건조The organic layer was dried over anhydrous magnesium sulfate
5. 5
   농축concentrated under reduced pressure
6. 6
   기타The residue was purified by silica gel chromatography (hexane/ethyl acetate=2/1)

실험 절차

Bromotrimethylsilane (1.7 mL, 12 mmol) was added to a solution of (2-chloro-pyrimidin-5-yl)acetic acid ethyl ester (Example 43-(2); 810 mg, 4.04 mmol) in propionitrile (4 mL), and the mixture was heated under reflux at an external temperature of 98 to 105° C. for nine hours. After cooling the reaction mixture to room temperature, diethyl ether was added to the reaction mixture, which was neutralized with a 2 N sodium hydroxide aqueous solution (6.3 mL). The reaction mixture was extracted with diethyl ether. The organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel chromatography (hexane/ethyl acetate=2/1) to give the title compound (897 mg, 91%).

출처