反応 #417254

反応方程式

potassium carbonate

2-chloroethylamine hydrochloride

Pivaloyl chloride

compound 660

(3-benzyl-5,6,7,8-tetrahydroquinoxaline-2-yl oxy) acetate

→

N-(2-chloroethyl)-(3-benzyl-5,6,7,8-tetrahydroquinoxaline-2-yl oxy) acetamide

収率 79.5%

溶媒

triethylamine

Chloroform

triethylamine

tetrahydrofuran

反応条件

後処理

1. 1
   workup.STIRRINGthe mixture was stirred for 1 hour with ice cooling and 4 hours at room temperature
2. 2
   抽出the mixture was extracted twice with chloroform
3. 3
   乾燥The extract was dried with anhydrous sodium sulfate
4. 4
   濃縮concentrated in vacuo
5. 5
   workup.ADDITIONThe residue was charged on a column of silica gel (C-200, 175 g)
6. 6
   洗浄eluted successively with benzene and benzene-ethyl acetate
7. 7
   その他to obtain the product

実験手順

Pivaloyl chloride (3.05 g, 25 mM) was added dropwise at -5° C. to compound 660 (7.45 g, 25 mM) and triethylamine (3.5 ml, 25 mM) dissolved in tetrahydrofuran (45 ml), then the mixture was stirred for 30 minutes. Chloroform (25 ml) in solution with 2-chloroethylamine hydrochloride (2.90 g) and triethylamine (3.5 ml) was added dropwise thereto, then the mixture was stirred for 1 hour with ice cooling and 4 hours at room temperature. Dilute aqueous potassium carbonate was added to the reaction mixture and the mixture was extracted twice with chloroform. The extract was dried with anhydrous sodium sulfate, and concentrated in vacuo. The residue was charged on a column of silica gel (C-200, 175 g) and eluted successively with benzene and benzene-ethyl acetate to obtain the product. (7.142 g, yield: 79.5%).

出典