4-Methoxybenzylamine → 4,4'-(1-(4-tert-butylphenyl)pyrrolidine-2,5-diyl)bis(N-(4-methoxybenzyl)-2-nitroaniline)

HRID 1411423ノート

反応式

HRID 1411423 の反応式
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH:15]([C:16]3[CH:21]=[CH:20][C:19](Cl)=[C:18]([N+:23]([O-:25])=[O:24])[CH:17]=3)[CH2:14][CH2:13][CH:12]2[C:26]2[CH:31]=[CH:30][C:29](Cl)=[C:28]([N+:33]([O-:35])=[O:34])[CH:27]=2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:36][O:37][C:38]1[CH:45]=[CH:44][C:41]([CH2:42][NH2:43])=[CH:40][CH:39]=1>ClCCl>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH:15]([C:16]3[CH:21]=[CH:20][C:19]([NH:43][CH2:42][C:41]4[CH:44]=[CH:45][C:38]([O:37][CH3:36])=[CH:39][CH:40]=4)=[C:18]([N+:23]([O-:25])=[O:24])[CH:17]=3)[CH2:14][CH2:13][CH:12]2[C:26]2[CH:31]=[CH:30][C:29]([NH:43][CH2:42][C:41]3[CH:44]=[CH:45][C:38]([O:37][CH3:36])=[CH:39][CH:40]=3)=[C:28]([N+:33]([O-:35])=[O:34])[CH:27]=2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

参加物

4

反応物 2

HCID 754524-MethoxybenzylamineHCID 582268181-(4-Tert-butylphenyl)-2,5-bis(4-chloro-3-nitrophenyl)pyrrolidine

生成物 1

HCID 866491004,4'-(1-(4-tert-butylphenyl)pyrrolidine-2,5-diyl)bis(N-(4-methoxybenzyl)-2-nitroaniline)収率 67.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

1-(4-tert-Butylphenyl)-2,5-bis(4-chloro-3-nitrophenyl)pyrrolidine (4.41 g, 8.57 mmol) was combined, neat, with p-methoxy benzylamine (8.93 mL, 68.6 mmol) and heated at 145° C. for 1 hour. The mixture was diluted with dichloromethane and filtered. The filtrate was washed with 0.5 Al HCl, NaHCO3 solution, and then brine. The organic phase was concentrated and purified by chromatography on silica gel with an 80 g column, eluting with 0-50% ethyl acetate/hexanes to give 4.13 g (67%) of an orange foamy solid.

後処理

  1. filtrationfiltered
  2. washThe filtrate was washed with 0.5 Al HCl, NaHCO3 solution
  3. concentrationThe organic phase was concentrated
  4. custompurified by chromatography on silica gel with an 80 g column
  5. washeluting with 0-50% ethyl acetate/hexanes

出典と根拠

ORDレコード
ord-0a0b94cc805b4e4593044989cd21d673
出典データセット
uspto-grants-2014_12
特許番号
US08921514B2

反応ノート

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