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

HRID 1433819노트

반응식

HRID 1433819 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-8e829b19eca74fc380721aae8418448c
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07612114B2

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