反応 #505942

反応方程式

2-(4-carboxybenzyl)-3-isopropylmaleic acid dimethyl ester

1-hydroxybenzotriazole

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

piperidin-4-yl acetate hydrochloride

triethylamine

→

title compound

収率 78.0%

2-[4-(4-Acetoxypiperidin-1-carbonyl)benzyl]-3-isopropylmaleic acid dimethyl ester

収率 78.0%

溶媒

water

dichloromethane

反応条件

後処理

1. 1
   workup.STIRRINGAfter stirring at room temperature for 1 h
2. 2
   その他to separate the phases
3. 3
   抽出The aqueous layer was extracted again with ethyl acetate
4. 4
   濃縮the combined organic layer was concentrated under reduced pressure
5. 5
   その他the residue thus obtained

実験手順

To a solution of 2-(4-carboxybenzyl)-3-isopropylmaleic acid dimethyl ester (10.3 mg, 0.0322 mmol) in dichloromethane (500 μL) were added 1-hydroxybenzotriazole (13.3 mg, 0.0965 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (20.8 mg, 0.109 mol), piperidin-4-yl acetate hydrochloride (28.8 mg, 0.161 mmol) and triethylamine (14.6 mg, 0.145 mmol) with stirring under ice cooling. After stirring at room temperature for 1 h, the reaction mixture was diluted with water to separate the phases. The aqueous layer was extracted again with ethyl acetate, and the combined organic layer was concentrated under reduced pressure and the residue thus obtained was subjected to silica gel column chromatography (hexane-ethyl acetate1:2) to give 11.1 mg of the title compound as a solid (yield: 78%).

出典