반응 #49093

ord-b5fd27da5fe24169a153b77af21597fb

반응 방정식

COCCN(C)C1(C#N)CCCC1
1-{methyl[2-(methyloxy)ethyl]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
COCCN(C)C1(C(N)c2ccccc2)CCCC1
title compound
수율 42.0%
COCCN(C)C1(C(N)c2ccccc2)CCCC1
(±)-{1-[Amino(phenyl)methyl]cyclopentyl}methyl[2-(methyloxy)ethyl]amine
수율 42.0%

반응 조건

상세 조건
See reaction.notes.procedure_details.

실험 절차

The title compound (1.22 g; 42%) was prepared from 1-{methyl[2-(methyloxy)ethyl]amino}cyclopentanecarbonitrile D35 (2.0 g; 11 mmol), and phenyllithium in di-n-butylether (6.7 ml of 1.8M solution; 12 mmol) in THF (25 ml), followed by reaction with sodium borohydride (1.25 g; 33 mmol) in methanol (25 ml) in a similar manner to that described in D2. Mass Spectrum (Electrospray LC/MS). Found 263 (MH+). C16H26N2O requires 262. Ret. time 1.57 min.

출처

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