反应 #2286286

反应方程式

(3-chloro-4-hydroxy-5-methyl-phenyl)-acetic acid

(3-Chloro-4-hydroxy-5-methyl-phenyl)-acetic acid

sulfuric acid

methanol

→

acetic acid methyl ester

收率 91.0%

(3-Chloro-4-hydroxy-5-methyl-phenyl)-acetic acid methyl ester

收率 91.0%

反应条件

后处理

1. 1
   浓缩At this time, the reaction mixture was concentrated under vacuum
2. 2
   workup.ADDITIONThe resulting oil was diluted with ethyl acetate (100 mL)
3. 3
   洗涤The organics were washed with water (2×50 mL)
4. 4
   干燥dried with magnesium sulfate
5. 5
   过滤filtered
6. 6
   浓缩concentrated
7. 7
   其他The resulting residue was purified by column chromatography
8. 8
   洗涤eluted with 10% ethyl acetate in petroleum ether

实验过程

A solution of (3-chloro-4-hydroxy-5-methyl-phenyl)-acetic acid (5b) (1.4 g, 6.98 mmol) in methanol (60 mL) was treated with concentrated sulfuric acid (0.5 mL) at room temperature under argon. The reaction mixture was heated to 70° C. for 24 h. At this time, the reaction mixture was concentrated under vacuum. The resulting oil was diluted with ethyl acetate (100 mL). The organics were washed with water (2×50 mL), dried with magnesium sulfate, filtered and concentrated. The resulting residue was purified by column chromatography using silica gel eluted with 10% ethyl acetate in petroleum ether to afford 3-chloro-4-hydroxy-5-methyl-phenyl)-acetic acid methyl ester (6b) (1.36 g, 91%) as a white solid; EI(+)-HRMS m/z calcd for C10H11ClO3 (M+) 214.0397, found 214.0400. Molecular Weight=214.6504; Exact Mass=214.0397

来源