反応 #2559

反応方程式

3-Methoxy-N-(2-methoxyphenyl)-N-(2-tetrahydropyranyloxyethyl)benzamide

p-toluenesulfonic acid monohydrate

sodium bicarbonate

→

title compound

収率 86.8%

N-(2-Hydroxyethyl)-3-methoxy-N-(2-methoxyphenyl)benzamide

収率 86.8%

溶媒

methanol

反応条件

後処理

1. 1
   抽出extracted with ether
2. 2
   洗浄washed with water and saturated brine
3. 3
   乾燥The resulting organic layer was dried on anhydrous magnesium sulfate
4. 4
   その他the solvent was removed by evaporation
5. 5
   その他the resulting colorless oily residue was purified

実験手順

3-Methoxy-N-(2-methoxyphenyl)-N-(2-tetrahydropyranyloxyethyl)benzamide (501 mg, 1.30 mmol) was dissolved in methanol (4 ml) to which was subsequently added a catalytically effective amount of p-toluenesulfonic acid monohydrate and stirred for 3 hours at room temperature. The reaction solution was mixed with saturated sodium bicarbonate aqueous solution (10 ml) and extracted with ether, and then washed with water and saturated brine. The resulting organic layer was dried on anhydrous magnesium sulfate, the solvent was removed by evaporation and then the resulting colorless oily residue was purified by subjecting it to a silica gel column chromatography (ether:hexane=3:1) to obtain 340 mg (86.8%) of the title compound in the form of light yellow oil.

出典