反応 #828855

反応方程式

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

→

solid

収率 90.4%

cis-1-{2-[4-(6-Methoxy-2-phenyl-1,2,3,4-tetrahydronaphthalen-1yl)phenoxy]ethyl}pyrrolidine

収率 90.4%

溶媒

EtOH

MeOH

反応条件

後処理

1. 1
   その他was hydrogenated on a Parr shaker at 50° C.
2. 2
   ろ過The catalyst was filtered off with the aid of celite
3. 3
   その他the solvents were removed in vacuo
4. 4
   workup.DISSOLUTIONThe resulting white solid was dissolved in CH2Cl2
5. 5
   洗浄the solution was washed with satd NaHCO3 (aq)
6. 6
   乾燥The organic solution was dried (MgSO4)
7. 7
   ろ過filtered
8. 8
   濃縮concentrated

実験手順

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 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 satd NaHCO3 (aq). The organic solution was dried (MgSO4), filtered, and concentrated to yield an off-white solid (62.6 g, 90%).

出典