Реакция #1909796

Уравнение реакции

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

→

solid

Выход 90.4%

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

Выход 90.4%

Растворители

EtOH

MeOH

Условия реакции

Обработка

1. 1
   Другоеwas hydrogenated on a Parr shaker at 50° C.
2. 2
   ФильтрацияThe catalyst was filtered off with the aid of Celite
3. 3
   Другоеthe solvents were removed in vacuo
4. 4
   workup.DISSOLUTIONThe resulting white solid was dissolved in CH2Cl2
5. 5
   Промывкаthe solution was washed with saturated NaHCO3 (aq)
6. 6
   СушкаThe organic solution was dried (MgSO4)
7. 7
   Фильтрацияfiltered
8. 8
   Концентрированиеconcentrated

Методика

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%).

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