تفاعل #1909796

معادلة التفاعل

1-[2-[4-(6-Methoxy-2-phenyl-3,4-dihydronaphthalen 1yl)phenoxy]ethyl]pyrrolidine hydrochloride

→

solid

المردود 90.4%

cis-1-[2-[4-(6-methoxy-2-phenyl-1 ,2,3,4-tetrahydro-naphthalen-1yl)phenoxy]ethyl]pyrrolidine

المردود 90.4%

المذيبات

EtOH

MeOH

ظروف التفاعل

المعالجة

1. 1
   أخرىwas hydrogenated on a Parr shaker at 50° C.
2. 2
   ترشيحThe catalyst was filtered off with the aid of Celite
3. 3
   أخرىthe solvents were removed in vacuo
4. 4
   workup.DISSOLUTIONThe resulting white solid was dissolved in CH2Cl2
5. 5
   غسيلthe solution was washed with saturated NaHCO3 (aq)
6. 6
   تجفيفThe organic solution was dried (MgSO4)
7. 7
   ترشيحfiltered
8. 8
   تركيزconcentrated

الإجراء التجريبي

1-[2-[4-(6-Methoxy-2-phenyl-3,4-dihydronaphthalen 1yl)phenoxy]ethyl]pyrrolidine hydrochloride (nafoxidene hydrochloride) (75 g, 162 mmol) was dissolved in 1000 mL of EtOH and 300 mL of MeOH. Dry Pd(OH)2 on carbon was added and the mixture was hydrogenated on a Parr shaker at 50° C. and 50 psi (0.34 MPa) for 68 h. The catalyst was filtered off with the aid of Celite and the solvents were removed in vacuo. The resulting white solid was dissolved in CH2Cl2 and the solution was washed with saturated NaHCO3 (aq). The organic solution was dried (MgSO4), filtered, and concentrated to yield an off-white solid (62.6 g, 90%).

المصدر