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Water → Methyl 4-{[{2-[(4-bromobenzyl)oxy]phenethyl}(5-ethoxy-5-oxopentyl)amino]methyl}benzoate

HRID 8133
ノート
印刷プレビュー

反応式

HRID 8133 の反応式
[Br:1][C:2]1[CH:29]=[CH:28][C:5]([CH2:6][O:7][C:8]2[CH:27]=[CH:26][CH:25]=[CH:24][C:9]=2[CH2:10][CH2:11][NH:12][CH2:13][C:14]2[CH:23]=[CH:22][C:17]([C:18]([O:20][CH3:21])=[O:19])=[CH:16][CH:15]=2)=[CH:4][CH:3]=1.Br[CH2:31][CH2:32][CH2:33][CH2:34][C:35]([O:37][CH2:38][CH3:39])=[O:36].C(=O)(O)[O-].[Na+].O>C(#N)C>[Br:1][C:2]1[CH:29]=[CH:28][C:5]([CH2:6][O:7][C:8]2[CH:27]=[CH:26][CH:25]=[CH:24][C:9]=2[CH2:10][CH2:11][N:12]([CH2:13][C:14]2[CH:23]=[CH:22][C:17]([C:18]([O:20][CH3:21])=[O:19])=[CH:16][CH:15]=2)[CH2:31][CH2:32][CH2:33][CH2:34][C:35]([O:37][CH2:38][CH3:39])=[O:36])=[CH:4][CH:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 84580Ethyl 5-bromovalerateHCID 516892Sodium BicarbonateHCID 22014995Methyl 4-({2-[2-(4-bromobenzyloxy)phenyl]ethylamino}methyl)benzoate

生成物 1

HCID 22015004Methyl 4-{[{2-[(4-bromobenzyl)oxy]phenethyl}(5-ethoxy-5-oxopentyl)amino]methyl}benzoate

試薬・触媒・溶媒 1

HCID 6342
Acetonitrile
溶媒

実験手順

5.00 g (11.0 mmol) of methyl 4-[({2-[(4-bromobenzyl)oxy]phenethyl}amino)-methyl]benzoate from Ex. VIII, 2.30 g (11.0 mmol) of ethyl 5-bromovalerate and 1.109 g (13.21 mmol) of sodium bicarbonate in 30 ml of acetonitrile are heated at reflux for 18 hours. The reaction mixture is admixed with water and extracted with methylene chloride. The organic phase is washed with saturated sodium chloride solution and dried over magnesium sulphate and the solvent is distilled off under reduced pressure. The residue is purified by chromatography over silica gel using the mobile phase methylene chloride/methanol 100/1.

後処理

  1. temperatureat reflux for 18 hours
  2. extractionextracted with methylene chloride
  3. washThe organic phase is washed with saturated sodium chloride solution
  4. dry with materialdried over magnesium sulphate
  5. distillationthe solvent is distilled off under reduced pressure
  6. customThe residue is purified by chromatography over silica gel using the mobile phase methylene chloride/methanol 100/1

出典と根拠

ORDレコード
ord-e2e6007ce93047669f9a428003aa1d63
出典データセット
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07087644B1

反応ノート

読み込み中…

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