反応 #5467

反応方程式

water

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

sodium hydride

2-bromoethyl methyl ether

→

title compound

収率 53.0%

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

収率 53.0%

溶媒

dimethylformamide

反応条件

後処理

1. 1
   温度The mixture was heated to 95°±5° C. for 1.5 hours
2. 2
   温度cooled
3. 3
   ろ過The aqueous suspension was filtered
4. 4
   洗浄the solid was washed with water, air
5. 5
   その他dried
6. 6
   その他collected
7. 7
   その他recrystallized from ether/hexane

実験手順

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.

出典