4-[(4-Methylphenyl)methyl]piperidine → 4-(4-Methylbenzyl)-1-(2-(4-benzyloxy-3-nitrophenoxy)ethyl)piperidine

HRID 1955242ノート

反応式

HRID 1955242 の反応式
[CH3:1][C:2]1[CH:14]=[CH:13][C:5]([CH2:6][CH:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)=[CH:4][CH:3]=1.[CH2:15]([O:22][C:23]1[CH:32]=[CH:31][C:26]([O:27][CH2:28][CH2:29]Br)=[CH:25][C:24]=1[N+:33]([O-:35])=[O:34])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C1(C)C=CC=CC=1>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][CH:7]2[CH2:12][CH2:11][N:10]([CH2:29][CH2:28][O:27][C:26]3[CH:31]=[CH:32][C:23]([O:22][CH2:15][C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=4)=[C:24]([N+:33]([O-:35])=[O:34])[CH:25]=3)[CH2:9][CH2:8]2)=[CH:13][CH:14]=1

参加物

4

反応物 2

HCID 33756034-[(4-Methylphenyl)methyl]piperidineHCID 232944042-(4-Benzyloxy-3-nitrophenoxy)ethyl bromide

生成物 1

HCID 232944054-(4-Methylbenzyl)-1-(2-(4-benzyloxy-3-nitrophenoxy)ethyl)piperidine収率 82.4%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

From a mixture of 4-(4-methylbenzyl)piperidine (1.96 g, 30.36 mmol), 2-(4-benzyloxy-3-nitrophenoxy)ethyl bromide (1.825 g, 5.18 mmol) and KI (100 mg) in toluene (50 mL) was obtained 1.965 g (80%) of 4-(4-methylbenzyl)-1-(2-(4-benzyloxy-3-nitrophenoxy)ethyl)piperidine as yellow solid, mp. 176-7° C. 1H NMR (CDCl3) 1.25-1.39 (m, 2H), 1.46-1.54 (m, 1H), 1.60-1.66 (m, 2H), 2.00-2.07 (m, 2H), 2.320 (s, 3H), 2.500 (d, 2H, J=9), 2.754 (t, 2H, J=6), 2.93-2.97 (m, 2H), 4.068 (t, 2H, J=6), 5.179 (s, 2H), 7.02-7.10 (m, 4H), 7.33-7.46 (m, 3H).

出典と根拠

ORDレコード
ord-66c15339046f4bf4b1de7a4c0609cfa4
出典データセット
uspto-grants-2000_09
特許番号
US06124323

反応ノート

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