Reaktion #721950

ord-e79bd780ddda49198a50c2df5936db83

Reaktionsgleichung

c1ccc(CCCN[C@H]2CC[C@H](c3ccc(OCc4ccccc4)cc3)CC2)cc1
trans-[4-(4-benzyloxy-phenyl)-cyclohexyl]-(3-phenyl-propyl)-amine
CC(=O)OC(C)=O
acetic anhydride
→
CC(=O)N(CCCc1ccccc1)[C@H]1CC[C@H](c2ccc(OCc3ccccc3)cc2)CC1
trans-N-[4-(4-benzyloxy-phenyl)-cyclohexyl]-N-(3-phenyl-propyl)-acetamide
Ausbeute 59.0%

Edukte

c1ccc(CCCN[C@H]2CC[C@H](c3ccc(OCc4ccccc4)cc3)CC2)cc1
trans-[4-(4-benzyloxy-phenyl)-cyclohexyl]-(3-phenyl-propyl)-amine
CC(=O)OC(C)=O
acetic anhydride

Reagenzien

Keine

Lösungsmittel

c1ccncc1
pyridine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeEvaporation of the solvents and crystallization of the residue with hexane

Vorschrift

A mixture of trans-[4-(4-benzyloxy-phenyl)-cyclohexyl]-(3-phenyl-propyl)-amine (0.4 g, 1.0 mmol), pyridine (4 ml) and acetic anhydride (2 ml) was stirred at 0° for 1 h. Evaporation of the solvents and crystallization of the residue with hexane, gave trans-N-[4-(4-benzyloxy-phenyl)-cyclohexyl]-N-(3-phenyl-propyl)-acetamide (0.26 g, 59%) as white crystals. Mp. 80.0-81.5°, MS: m/e=441 (M+).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06184236B2uspto-grants-2001_02