Reaktion #53935

ord-3dbc65a3e5634b138b9f59fd35ac87e8

Reaktionsgleichung

CN(C(=O)OCc1ccccc1)[C@H]1CC[C@H](CCCCCBr)CC1
trans-[4-(5-Bromo-pentyl)-cyclohexyl]-methyl-carbamic acid benzyl ester
→
Br.CN[C@H]1CC[C@H](CCCCCBr)CC1
trans-[4-(5-Bromo-pentyl)-cyclohexyl]-methyl-amine hydrobromide
Ausbeute 179.2%

Edukte

CN(C(=O)OCc1ccccc1)[C@H]1CC[C@H](CCCCCBr)CC1
trans-[4-(5-Bromo-pentyl)-cyclohexyl]-methyl-carbamic acid benzyl ester

Reagenzien

Keine

Lösungsmittel

Br
HBr

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigethe reaction was evaporated
  2. 2
    Sonstigeevaporated again
  3. 3
    Filtrationfiltered

Vorschrift

22.55 g (56.89 mmol) of trans-[4-(5-Bromo-pentyl)-cyclohexyl]-methyl-carbamic acid benzyl ester were dissolved at RT in 100 ml HBr (33% in acetic acid). After 20 min, the reaction was evaporated, suspended in toluene (2×) and evaporated again. The suspension was taken up in hexane and filtered to give 17.49 g (90%) of trans-[4-(5-Bromo-pentyl)-cyclohexyl]-methyl-amine hydrobromide, MS: 262 (MH+, 1Br).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06858651B2uspto-grants-2005_02