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Sodium Iodide → 2-(2-Iodoethoxy)naphthalene

HRID 1058749
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HRID 1058749 반응식
BrC1C=CC(S(O[CH2:12][CH2:13][O:14][C:15]2[CH:24]=[CH:23][C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH:16]=2)(=O)=O)=CC=1.[I-:25].[Na+]>CC(C)=O>[I:25][CH2:12][CH2:13][O:14][C:15]1[CH:24]=[CH:23][C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=1
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참가 물질

4

반응물 2

HCID 5238Sodium IodideHCID 186691322-(2-Naphthyloxy)ethyl 4-Bromobenzenesulfonate

생성물 1

HCID 186691652-(2-Iodoethoxy)naphthalene수율 72.1%

시약·촉매·용매 1

HCID 180Acetone용매

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온도
35 °C

실험 절차

To a solution of 2-(2-naphthyloxy)ethyl 4-bromobenzenesulfonate (Preparation 10, 380 mg, 0.93 mmol) in acetone (5 mL) at room temperature was added sodium iodide (1.0 g, 6.66 mmol). The mixture was heated at 35° C. for 16 hours and then cooled. The residual precipitate was removed by filtration and the filtrate was concentrated in vacuo. The residue was partitioned between diethyl ether (20 mL) and water (20 mL). The two layers were separated and the organic layer was dried over sodium sulfate, filtered, and concentrated in vacuo to give the title compound (200 mg, 72%) as a pale yellow oil.

후처리

  1. temperaturecooled
  2. customThe residual precipitate was removed by filtration
  3. concentrationthe filtrate was concentrated in vacuo
  4. customThe residue was partitioned between diethyl ether (20 mL) and water (20 mL)
  5. customThe two layers were separated
  6. dry with materialthe organic layer was dried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-def6471ed8d94e25a99e0548e444ee9d
출처 데이터셋
uspto-grants-2003_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06518282B1

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