Reaktion #531893

ord-97c9a4d344754ef6bb32077e1b09944c

Reaktionsgleichung

CC(C)(C)OC(=O)C1CCC(NC(=O)OCc2ccccc2)CC1
4-benzyloxycarbonylamino-cyclohexanecarboxylic acid tert-butyl ester
[H][H]
hydrogen
CC(C)(C)OC(=O)C1CCC(N)CC1
4-amino-cyclohexanecarboxylic acid tert-butyl ester
Ausbeute 100.3%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    FiltrationThe mixture is then filtered though celite
  2. 2
    WaschenThe celite is washed with MeOH (50 mL)
  3. 3
    EinengenThe filtrated is concentrated

Vorschrift

To a solution of 4-benzyloxycarbonylamino-cyclohexanecarboxylic acid tert-butyl ester (3.0 g, 9.009 mmol) in THF (80 mL) is added TEA (0.24 mL, 1.724 mmol) and 10% Pd/C (wet) (420 mg). The mixture stirs under a blanket of hydrogen gas at atmospheric pressure for 12 h. The mixture is then filtered though celite. The celite is washed with MeOH (50 mL). The filtrated is concentrated to afford 1.8 g of 4-amino-cyclohexanecarboxylic acid tert-butyl ester. LC/MS: [M+H]+ 200, Rt=0.39 min (method 6).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08476224B2uspto-grants-2013_07