Reaktion #350615

ord-27862573d0c1454e82d45f951d147c8d

Reaktionsgleichung

NC[C@H]1CC[C@H](C(=O)O)CC1
trans-4-aminomethyl-1-cyclohexane carboxylic acid
O=C(Cl)OCc1ccccc1
benzyl chloroformate
O=C(NC[C@H]1CC[C@H](C(=O)O)CC1)OCc1ccccc1
trans-4-(N-carbobenzyloxy)aminomethyl-1-cyclohexane carboxylic acid

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe cold bath was removed
  2. 2
    workup.STIRRINGThe thick white paste was shaken with aqueous 1M HCl (100 mL)
  3. 3
    Sonstigethe white solid was isolated by filtration
  4. 4
    Waschenwashed with H2O
  5. 5
    Sonstigedried overnight in vacuo

Vorschrift

To a 0° C. solution of trans-4-aminomethyl-1-cyclohexane carboxylic acid (6.28 g, 0.04 mol) in 10% aqueous NaOH (16 mL) was added dropwise benzyl chloroformate (8.29 g, 0.049 mol) and 10% aqueous NaOH (20 mL). The cold bath was removed and the reaction mixture was stirred vigorously for one hour. The thick white paste was shaken with aqueous 1M HCl (100 mL) and the white solid was isolated by filtration, washed with H2O, and dried overnight in vacuo to give trans-4-(N-carbobenzyloxy)aminomethyl-1-cyclohexane carboxylic acid.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05643922uspto-grants-1997_07