反応 #417250

反応方程式

2-chloroethylamine hydrochloride

compound 037

(3,5,6-trimethylpyrazine-2-yl oxy) acetate

pivaloyl chloride

→

product

収率 87.9%

N-(2-chloroethyl)-(3,5,6-trimethylpyrazine-2-yl oxy) acetamide

収率 87.9%

溶媒

tetrahydrofuran

triethylamine

Chloroform

Triethylamine

反応条件

後処理

1. 1
   workup.STIRRINGthe mixture was stirred for 4 hours
2. 2
   その他while slowly reaching room temperature
3. 3
   濃縮The reaction mixture was concentrated in vacuo
4. 4
   workup.DISSOLUTIONthe residue was dissolved in chloroform
5. 5
   洗浄washed with dilute aqueous potassium carbonate
6. 6
   抽出The aqueous layer was extracted with chloroform
7. 7
   乾燥dried with anhydrous magnesium sulfate
8. 8
   濃縮concentrated in vacuo
9. 9
   workup.ADDITIONThe residue was charged on a column of silica gel (C-200, 40 g)
10. 10
    洗浄eluted successively with chloroform and chloroformmethanol (20:1)

実験手順

Triethylamine (3.50 ml, 25 mM) was added to compound 037 (4.90 g, 25 mM) dissolved in tetrahydrofuran (50 ml) and pivaloyl chloride (3.05 g, 25 mM) was added dropwise at -5° C., then the mixture was stirred for 30 minutes. Chloroform (50 ml) in solution with 2-chloroethylamine hydrochloride (2.90 g, 25 mM) and triethylamine (3.9 ml, 28 mM) was added dropwise thereto, then the mixture was stirred for 4 hours while slowly reaching room temperature. The reaction mixture was concentrated in vacuo, the residue was dissolved in chloroform and washed with dilute aqueous potassium carbonate. The aqueous layer was extracted with chloroform. The organic layer was combined, dried with anhydrous magnesium sulfate, and concentrated in vacuo. The residue was charged on a column of silica gel (C-200, 40 g), and eluted successively with chloroform and chloroformmethanol (20:1) to obtain the product (5.66 g, yield: 7.5%).

出典