반응 #49090

ord-74bd9055a99f41b88ad3c0ce816330ab

반응 방정식

N#CC1(N(Cc2ccccc2)Cc2ccccc2)CCCC1
1-[bis(phenylmethyl)amino]cyclopentanecarbonitrile
[Li][c]1ccccc1
phenyllithium
CCCCOCCCC
di-n-butylether
[BH4-].[Na+]
sodium borohydride
CN(C)C1(C(N)c2ccccc2)CCCC1
D2
CN(C)C1(C(N)c2ccccc2)CCCC1
Racemic {1-[amino(phenyl)methyl]cyclopentyl}dimethylamine
NC(c1ccccc1)C1(N(Cc2ccccc2)Cc2ccccc2)CCCC1
title compound
수율 38.0%
NC(c1ccccc1)C1(N(Cc2ccccc2)Cc2ccccc2)CCCC1
(±)-{1-[Amino(phenyl)methyl]cyclopentyl}bis(phenylmethyl)amine
수율 38.0%

반응 조건

상세 조건
See reaction.notes.procedure_details.

실험 절차

The title compound (2.31 g; 38%) was prepared from 1-[bis(phenylmethyl)amino]cyclopentanecarbonitrile D32 (4.0 g; 13.8 mmol), and phenyllithium in di-n-butylether (8.4 ml of 1.8M solution; 15.2 mmol) in THF (80 ml), followed by reaction with sodium borohydride (1.57 g; 41.4 mmol) in methanol (80 ml) in a similar manner to that described in D2. Mass Spectrum (Electrospray LC/MS), API+: Found 371 (MH+). C26H30N2 requires 370. Ret. time 2.62 min.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07745642B2uspto-grants-2010_06