Reacción #53935

ord-3dbc65a3e5634b138b9f59fd35ac87e8

Ecuación de reacción

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
Rendimiento 179.2%

Reactantes

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

Reactivos

Ninguno

Disolventes

Br
HBr

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrothe reaction was evaporated
  2. 2
    Otroevaporated again
  3. 3
    Filtraciónfiltered

Procedimiento

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).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US06858651B2uspto-grants-2005_02