반응 #5467

반응 방정식

water

4-amino-5-chloro-2-hydroxybenzoic acid methyl ester

sodium hydride

2-bromoethyl methyl ether

→

title compound

수율 53.0%

4-Amino-5-chloro-2-(2-methoxyethoxy)benzoic acid methyl ester

수율 53.0%

용매

dimethylformamide

반응 조건

후처리

1. 1
   온도The mixture was heated to 95°±5° C. for 1.5 hours
2. 2
   온도cooled
3. 3
   여과The aqueous suspension was filtered
4. 4
   세척the solid was washed with water, air
5. 5
   기타dried
6. 6
   기타collected
7. 7
   기타recrystallized from ether/hexane

실험 절차

A suspension of 60% sodium hydride/oil dispersion (1.00 g, 25 mmol) in anhydrous dimethylformamide (40 mL) under nitrogen was treated with 4-amino-5-chloro-2-hydroxybenzoic acid methyl ester (4.03 g, 20 mmol), stirred for 30 minutes, then treated with 2-bromoethyl methyl ether (3.48 g, 25 mmol). The mixture was heated to 95°±5° C. for 1.5 hours, then cooled and added to water (250 mL). The aqueous suspension was filtered, and the solid was washed with water, air dried, collected, and recrystallized from ether/hexane to afford 2.75 g (53%) of the title compound; mp 121.0°-122.5° C.

출처