反応 #7150

反応方程式

4-hydroxy-3-methoxyphenylacetic acid

pentafluorophenol

1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride

→

4-hydroxy-3-methoxyphenylacetic acid pentafluorophenyl ester

収率 98.2%

溶媒

methylene chloride

反応条件

後処理

1. 1
   洗浄The reaction solution was washed with water
2. 2
   乾燥the organic layer was dried over sodium sulfate
3. 3
   その他the solvent was evaporated under reduced pressure
4. 4
   その他The residue was purified by silica gel column chromatography (eluent: gradient from 0% to 100% hexane/ethyl acetate)

実験手順

A mixture of 4-hydroxy-3-methoxyphenylacetic acid (4.65 g), pentafluorophenol (4.2 g), 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride (4.9 g) and methylene chloride (50 ml) was stirred at room temperature for 18 hours. The reaction solution was washed with water, and the organic layer was dried over sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: gradient from 0% to 100% hexane/ethyl acetate) to give 4-hydroxy-3-methoxyphenylacetic acid pentafluorophenyl ester (7.8 g). This product is dissolved in ethyl acetate (80 ml), and thereto is added 3-iodeaniline (7.4 g). The mixture is heated at 60° C. under stirring for 18 hours. The solvent is evaporated under reduced pressure, and the residue is purified by silica gel column chromatography (eluent: gradient from 0% to 100% hexane/ethyl acetate) to give the desired compound (6.2 g).

出典