Sodium borohydride → (+/-){1-[Amino(phenyl)methyl]-1-ethylpropyl}dimethylamine

HRID 20801

反応式

HRID 20801 の反応式
[CH3:1][N:2]([CH3:10])[C:3]([CH2:8][CH3:9])([CH2:6][CH3:7])[C:4]#[N:5].[C:11]1([Li])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[BH4-].[Na+].CC(N1CCCC1)(C)C(N)C1C=CC=CC=1>C(OCCCC)CCC.C1COCC1.CO>[NH2:5][CH:4]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:3]([N:2]([CH3:10])[CH3:1])([CH2:8][CH3:9])[CH2:6][CH3:7]

参加物

8

反応物 4

HCID 4311764Sodium borohydrideHCID 25158607[2-Methyl-1-phenyl-2-(1-pyrrolidinyl)propyl]amineHCID 438025512-(Dimethylamino)-2-ethylbutanenitrileHCID 178506676HCID 178506676、化合物

生成物 1

HCID 59347810(+/-){1-[Amino(phenyl)methyl]-1-ethylpropyl}dimethylamine収率 88%

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒HCID 8909Butyl ether溶媒

実験手順

The title compound (11.12 g, 88%) was prepared from 2-(dimethylamino)-2-ethylbutanenitrile D19 (8.05 g, 0.0575 mol) and phenyllithium in dibutylether (64 ml of a 1.8M solution; 0.115 mol) in THF (350 ml), followed by reaction with sodium borohydride (3.9 g, 0.103 mol) in methanol (300 ml) in a similar manner to that described in D5. 1H NMR (CDCl3) δ: 0.72 (3H, t, J=7.6 Hz), 0.97 (3H, t, J=7.6 Hz), 1.40-1.68 (4H, m), 1.70 (2H, br, m), 2.43 (6H, s), 4.09 (1H, s), 7.19-7.43 (5H, m).

出典と根拠

ORDレコード
ord-5c6df7b0ed164370b208ada567730adc
出典データセット
uspto-grants-2010_06
特許番号
US07745642B2

関連ノート

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