تفاعل #415113

معادلة التفاعل

sodium hydroxide

5α-androstan-17-one

sodium cyanoborohydride

1,6-hexanediamine

→

oil

المردود 124.9%

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

المردود 124.9%

المذيبات

tetrahydrofuran

acetic acid

methanol

ظروف التفاعل

المعالجة

1. 1
   أخرىA 100 ml round-bottomed flask, equipped with a magnetic stir bar, condenser, and nitrogen inlet tube
2. 2
   درجة الحرارةThe mixture was heated
3. 3
   درجة الحرارةto reflux for 18 h
4. 4
   درجة الحرارةAfter cooling
5. 5
   استخلاصThe solution was extracted with chloroform (3×)
6. 6
   غسيلthe combined organic layers were washed with water and brine
7. 7
   تجفيفdried (Na2SO4)
8. 8
   ترشيحfiltered
9. 9
   تركيزconcentrated

الإجراء التجريبي

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.

المصدر