Reaktion #5444

ord-b8624136abe04640a5b5ceda72784b10

Reaktionsgleichung

COC1c2ccccc2C2CN(CC#N)CC21
product
COC1c2ccccc2C2CN(CC#N)CC21
8-Methoxy-2-cyanomethyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole
COC1c2ccccc2C2CN(CCN)CC21
desired product
Ausbeute 95.3%
COC1c2ccccc2C2CN(CCN)CC21
8-Methoxy-2-(2-aminoethyl)-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole
Ausbeute 95.3%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    FiltrationThe reaction was filtered
  2. 2
    Sonstigethe solvent removed

Vorschrift

The product from Example 16 (1.00 g) was dissolved in 90 ml methanol and 10 ml anhydrous ammonia. 0.100 g 5% Rh/Al2O3 was added and the reaction was hydrogenated at 4 atm for 4 h. The reaction was filtered and the solvent removed to yield 0.97 g of the desired product as a colorless oil. NMR (CDCl3) δ2.20-2.61 (m, 3H), 2.66-3.45 (m, 8H), 3.82 (s, 3H), 3.89 (m, 1H), 6.67 (d, 1H), 6.78 (d, 1H), 7.14 (t, 1H).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05244888uspto-grants-1993_09