반응 #49099

ord-1586e0e4a4f54417888a0de257019656

반응 방정식

[BH4-].[Na+]
sodium borohydride
CC(C)(C#N)N1CCCCCC1
2-(hexahydro-1H-azepin-1-yl)-2-methylpropanenitrile
[Li][c]1ccccc1
phenyllithium
CC(C)(C(N)c1ccccc1)N1CCCC1
D5
CC(C)(C(N)c1ccccc1)N1CCCC1
[2-methyl-1-phenyl-2-(1-pyrrolidinyl)propyl]amine
CC(C)(C(N)c1ccccc1)N1CCCCCC1
title compound
수율 83.0%
CC(C)(C(N)c1ccccc1)N1CCCCCC1
(±)[2-(Hexahydro-1H-azepin-1-yl)-2-methyl-1-phenylpropyl]amine
수율 83.0%

반응 조건

상세 조건
See reaction.notes.procedure_details.

실험 절차

The title compound (3.7 g; 83%) was prepared from 2-(hexahydro-1H-azepin-1-yl)-2-methylpropanenitrile D41 (3 g; 18 mmol) and phenyllithium in dibutylether (18 ml of a 2M solution; 36 mmol) in THF (100 ml), followed by reaction with sodium borohydride (2.13 g, 54 mmol) in methanol (100 ml) in a similar manner to that described in D5. 1H NMR (CDCl3) δ 0.78 (3H, s), 0.98 (3H, s), 1.55-1.70 (8H, m), 1.83 (2H, br s), 2.67-2.79 (4H, m), 4.18 (1H, s), 7.20-7.30 (3H, m), 7.40-7.42 (2H, m).

출처

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