반응 #49067

ord-246ca7faebb947818f80c9620a83e184

반응 방정식

[BH4-].[Na+]
sodium borohydride
CC(C)(C#N)N1CCCCC1
2-methyl-2-(1-piperidinyl)propanenitrile
[Li][c]1ccccc1
phenyllithium
CN(C)C1(C(N)c2ccccc2)CCCC1
D2
CN(C)C1(C(N)c2ccccc2)CCCC1
Racemic {1-[amino(phenyl)methyl]cyclopentyl}dimethylamine
CC(C)(C(N)c1ccccc1)N1CCCCC1
title compound
수율 56.0%
CC(C)(C(N)c1ccccc1)N1CCCCC1
(±)2-Methyl-1-phenyl-2-(1-piperidinyl)-1-propanamine
수율 56.0%

반응 조건

상세 조건
See reaction.notes.procedure_details.

실험 절차

The title compound (1.16 g, 56%) was prepared from 2-methyl-2-(1-piperidinyl)propanenitrile D7 (1.30 g, 8.6 mmol), and phenyllithium in dibutylether (5.2 ml of a 1.8M solution; 9.4 mmol) in THF (15 ml), followed by reaction with sodium borohydride (0.975 g, 25.7 mmol) in methanol (20 ml) in a similar manner to that described in D2. 1H NMR (CDCl3) δ: 0.76 (3H, s), 0.91 (3H, s), 1.44 (2H, m), 1.54-1.65 (4H, m), 1.95 (2H, m), 2.57 (4H, m), 4.19 (1H, s), 7.20-7.31 (3H, m), 7.40 (2H, m).

출처

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