반응 #49095

ord-774247e904624079aabbb34d35215d5f

반응 방정식

N#CC1(N2CC=CC2)CCCC1
1-(2,5-dihydro-1H-pyrrol-1-yl)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(N2CC=CC2)CCCC1
title compound
수율 45.0%
NC(c1ccccc1)C1(N2CC=CC2)CCCC1
(±)-[[1-(2,5-Dihydro-1H-pyrrol-1-yl)cyclopentyl](phenyl)methyl]amine
수율 45.0%

반응 조건

상세 조건
See reaction.notes.procedure_details.

실험 절차

The title compound (1.35 g; 45%) was prepared from 1-(2,5-dihydro-1H-pyrrol-1-yl)cyclopentanecarbonitrile D37 (2.0 g; 12.3 mmol), and phenyllithium in di-n-butylether (7.5 ml of 1.8M solution; 13.5 mmol) in THF (20 ml), followed by reaction with sodium borohydride (1.402 g; 36.9 mmol) in methanol (20 ml) in a similar manner to that described in D2. Mass Spectrum (Electrospray LC/MS): Found 243 (MH+). C16H22N2 requires 242. Ret. time 1.02 min.

출처

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