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Sodium Iodide → 5-Chloro-1-(3-iodopropyl)indole-3-carboxaldehyde

HRID 2303949
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HRID 2303949 반응식
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH2:11][CH2:12][CH2:13]Cl)[CH:6]=[C:5]2[CH:15]=[O:16].[I-:17].[Na+]>C(#N)C>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH2:11][CH2:12][CH2:13][I:17])[CH:6]=[C:5]2[CH:15]=[O:16]
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참가 물질

4

반응물 2

HCID 5238Sodium IodideHCID 184620915-Chloro-1-(3-chloropropyl)indole-3-carboxaldehyde

생성물 1

HCID 184621165-Chloro-1-(3-iodopropyl)indole-3-carboxaldehyde수율 96%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A stirred solution of 5-chloro-1-(3-chloropropyl)indole-3-carboxaldehyde (3.8 g, 15 mmol) and sodium iodide (4.5 g, 30 mmol) in acetonitrile (50 mL) under argon was heated under reflux for 18 h, cooled to room temperature and partitioned between ether (3×30 mL) and water (50 mL). The combined organic extracts were washed (aqueous sodium metabisulfite solution, water, brine), dried (sodium sulfate) and concentrated in vacuo to give the product as a yellow oil (5.0 g, 96%) which was used immediately.

후처리

  1. temperatureunder reflux for 18 h
  2. custompartitioned between ether (3×30 mL) and water (50 mL)
  3. washThe combined organic extracts were washed (aqueous sodium metabisulfite solution, water, brine)
  4. dry with materialdried (sodium sulfate)
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-0e7782ec23d24cd682978a095c17b783
출처 데이터셋
uspto-grants-2002_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06433175B1

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