Reaktion #667748

ord-cba856acedb249e185beebb58b31f2d8

Reaktionsgleichung

C[C@@H]1CN(Cc2ccccc2)C[C@H]1NC(=O)OC(C)(C)C
1-benzyl-trans-3-t-butoxycarbonylamino-4-methylpyrrolidine
[H][H]
hydrogen
→
C[C@@H]1CNC[C@H]1NC(=O)OC(C)(C)C
title compound
Ausbeute 93.3%
C[C@@H]1CNC[C@H]1NC(=O)OC(C)(C)C
trans-3-t-Butoxycarbonylamino-4-methylpyrrolidine
Ausbeute 93.3%

Edukte

C[C@@H]1CN(Cc2ccccc2)C[C@H]1NC(=O)OC(C)(C)C
1-benzyl-trans-3-t-butoxycarbonylamino-4-methylpyrrolidine
[H][H]
hydrogen

Reagenzien

[Pd]
palladium-on-charcoal

Lösungsmittel

CCO
ethanol

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigewere absorbed under elevated pressure (100 kg/cm2) at 50°-70° C. for 6.5 hours
  2. 2
    SonstigeThe catalyst was removed by filtration
  3. 3
    Sonstigethe filtrate was evaporated

Vorschrift

A suspension of 1-benzyl-trans-3-t-butoxycarbonylamino-4-methylpyrrolidine (4.8 g) and 10% palladium-on-charcoal (1.8 g) in ethanol (40 ml) was shaken with hydrogen were absorbed under elevated pressure (100 kg/cm2) at 50°-70° C. for 6.5 hours. The catalyst was removed by filtration and the filtrate was evaporated to give the title compound (3.09 g) as brown oil. This oil was gradually solidified at room temperature.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04753953uspto-grants-1988_06