反応 #415113

反応方程式

sodium hydroxide

5α-androstan-17-one

sodium cyanoborohydride

1,6-hexanediamine

→

oil

収率 124.9%

N-[(5α, 17β)-Androstan-17-yl]-1,6-hexanediamine

収率 124.9%

溶媒

tetrahydrofuran

acetic acid

methanol

反応条件

後処理

1. 1
   その他A 100 ml round-bottomed flask, equipped with a magnetic stir bar, condenser, and nitrogen inlet tube
2. 2
   温度The mixture was heated
3. 3
   温度to reflux for 18 h
4. 4
   温度After cooling
5. 5
   抽出The solution was extracted with chloroform (3×)
6. 6
   洗浄the combined organic layers were washed with water and brine
7. 7
   乾燥dried (Na2SO4)
8. 8
   ろ過filtered
9. 9
   濃縮concentrated

実験手順

A 100 ml round-bottomed flask, equipped with a magnetic stir bar, condenser, and nitrogen inlet tube, was charged with 1,6-hexanediamine (0.904 g) and 15 ml of methanol. The solution was treated with glacial acetic acid until the pH was 6.7. To this mixture was added 15 ml of tetrahydrofuran, 5α-androstan-17-one (0.704 g) and sodium cyanoborohydride (0.228 g). The mixture was heated to reflux for 18 h. After cooling, the solution was made basic with aqueous 2M sodium hydroxide to a pH of 13-14. The solution was extracted with chloroform (3×) and the combined organic layers were washed with water and brine, dried (Na2SO4), filtered, and concentrated to give 1.2 g of an oil.

出典