Sodium Iodide → 1-[2-(4-Bromophenoxy)ethyl]azepane

HRID 1433819ノート

反応式

HRID 1433819 の反応式
[H-].[Na+].[Br:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.Cl.Cl[CH2:13][CH2:14][N:15]1[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1.[I-].[Na+]>CN(C)C=O.O>[Br:3][C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:13][CH2:14][N:15]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)=[CH:6][CH:5]=1

参加物

7

反応物 4

HCID 5238Sodium IodideHCID 78084-BromophenolHCID 24758Sodium hydrideHCID 24188283N-(2-chloroethyl)perhydroazepine hydrochloride

生成物 1

HCID 130635441-[2-(4-Bromophenoxy)ethyl]azepane収率 96.7%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

To a suspension of 60% sodium hydride (1.6 g) in N,N-dimethylformamide (50 ml) was added 4-bromophenol (3.0 g) under a nitrogen atmosphere, the solution was stirred for 10 minutes at room temperature, then 1-(2-chloroethyl)azepane hydrochloride (4.0 g) and sodium iodide (in catalytic amounts) were sequentially added thereto followed by stirring overnight at 80° C. Water was added thereto followed by stirring, the solution was extracted with ethyl acetate, then sequentially washed with water and brine, and the solvent was evaporated in vacuo. The residue was purified by NH silica gel column chromatography (hexane-ethyl acetate system) to provide the title compound (5.0 g).

後処理

  1. stirringby stirring overnight at 80° C
  2. stirringby stirring
  3. extractionthe solution was extracted with ethyl acetate
  4. washsequentially washed with water and brine
  5. customthe solvent was evaporated in vacuo
  6. customThe residue was purified by NH silica gel column chromatography (hexane-ethyl acetate system)

出典と根拠

ORDレコード
ord-8e829b19eca74fc380721aae8418448c
出典データセット
uspto-grants-2009_11
特許番号
US07612114B2

反応ノート

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