Reaktion #71637

ord-37cc2d7a1d7c499ab3bcccd0f2ba04eb

Reaktionsgleichung

CC(=O)O[BH-](OC(C)=O)OC(C)=O.[Na+]
Sodium triacetoxyborohydride
CC(C)(C)OC(=O)N1CCC(=O)CC1
1,1-Dimethylethyl 4-oxo-1-piperidinecarboxylate
Nc1cccc(F)c1
3-Fluoroaniline
→
CC(C)(C)OC(=O)N1CCC(Nc2cccc(F)c2)CC1
1,1-Dimethylethyl 4-[(3-fluorophenyl)amino]-1-piperidinecarboxylate

Edukte

CC(=O)O[BH-](OC(C)=O)OC(C)=O.[Na+]
Sodium triacetoxyborohydride
CC(C)(C)OC(=O)N1CCC(=O)CC1
1,1-Dimethylethyl 4-oxo-1-piperidinecarboxylate
Nc1cccc(F)c1
3-Fluoroaniline

Reagenzien

Keine

Lösungsmittel

CC(=O)OC(C)C
isopropyl acetate

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

Sodium triacetoxyborohydride (NaBH(OAc)3 74 g, 0.35 mol) was added to a stirred solution of 1,1-Dimethylethyl 4-oxo-1-piperidinecarboxylate (50 g, 0.25 mol) and 3-Fluoroaniline (24 ml, 0.25 mol) in isopropyl acetate (1-PrOAc, 500 ml) and the slurry stirred overnight.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08536182B2uspto-grants-2013_09