반응 #417254

반응 방정식

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

수율 79.5%

용매

triethylamine

Chloroform

triethylamine

tetrahydrofuran

반응 조건

후처리

1. 1
   workup.STIRRINGthe mixture was stirred for 1 hour with ice cooling and 4 hours at room temperature
2. 2
   추출the mixture was extracted twice with chloroform
3. 3
   건조The extract was dried with anhydrous sodium sulfate
4. 4
   농축concentrated in vacuo
5. 5
   workup.ADDITIONThe residue was charged on a column of silica gel (C-200, 175 g)
6. 6
   세척eluted successively with benzene and benzene-ethyl acetate
7. 7
   기타to obtain the product

실험 절차

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%).

출처