تفاعل #449809

معادلة التفاعل

morphine

NaOH

benzylbromide

→

3-benzylmorphine

المردود 70.1%

المذيبات

MeOH

water

ظروف التفاعل

المعالجة

1. 1
   أخرى, evaporated in vacuo
2. 2
   أخرىto remove MeOH
3. 3
   استخلاصThe residue was extracted with CH2Cl2 (120 ml)
4. 4
   تجفيفThe extract was dried over anhydrous Na2SO4
5. 5
   أخرىevaporated in vacuo to dryness
6. 6
   أخرىto give a crude residue, which
7. 7
   أخرىwas chromatographed on silica gel (column: d=6.5 cm, I=10.5 cm; eluting solvent: 15% MeOH in CH2Cl2)

الإجراء التجريبي

A solution of morphine (14.27 g, 50.0 mmol), NaOH (2.04 g, 51.0 mmol), and benzylbromide (8.47 g, 49.5 mmol) in MeOH (150 ml) and water (50 ml) was stirred at rt. for 3.5 hr., evaporated in vacuo to remove MeOH. The residue was extracted with CH2Cl2 (120 ml). The extract was dried over anhydrous Na2SO4 and evaporated in vacuo to dryness to give a crude residue, which was chromatographed on silica gel (column: d=6.5 cm, I=10.5 cm; eluting solvent: 15% MeOH in CH2Cl2) to obtain 3-benzylmorphine (13.1 g, 70% yield). The Rf value in TLC and the IR spectrum of the product were comparable to those obtained from an authentic sample.

المصدر