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Sodium Fluoride → 2-Fluoro-3-octyl-6-(4-octyloxyphenyl)pyridine

HRID 1780545
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HRID 1780545 반응식
Cl[C:2]1[C:7]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])=[CH:6][CH:5]=[C:4]([C:16]2[CH:21]=[CH:20][C:19]([O:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])=[CH:18][CH:17]=2)[N:3]=1.[F-:31].[K+].[F-].[Na+].C1OCCOCCOCCOCCOCCOC1>CCOCC.O>[F:31][C:2]1[C:7]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])=[CH:6][CH:5]=[C:4]([C:16]2[CH:21]=[CH:20][C:19]([O:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])=[CH:18][CH:17]=2)[N:3]=1
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참가 물질

6

반응물 4

HCID 5235Sodium FluorideHCID 2855718-Crown-6HCID 522689Potassium FluorideHCID 190469532-Chloro-3-octyl-6-(4-octyloxyphenyl)pyridine

생성물 1

HCID 190469322-Fluoro-3-octyl-6-(4-octyloxyphenyl)pyridine수율 53.2%

시약·촉매·용매 1

HCID 21584184
Diethylether water
용매

실험 절차

0.20 g (0.5 mmol) of 2-chloro-3-octyl-6-(4-octyloxyphenyl)pyridine is heated together with 0.5 g of potassium fluoride, 0.5 g sodium fluoride and 0.02 g of 18-crown-6 in a sealed tube at 200° C. for 18 hours. The reaction mixture is taken up in ether/water, the organic phase is washed with water, dried over sodium sulfate, filtered, the solvent is distilled off, the residue is purified by chromatography (silica gel, 8:2 hexane/ethyl acetate) and recrystallized from acetonitrile, giving 0.11 g of 2-fluoro-3-octyl-6- (4-octyloxyphenyl ) pyridine. ##STR16##

후처리

  1. washthe organic phase is washed with water
  2. dry with materialdried over sodium sulfate
  3. filtrationfiltered
  4. distillationthe solvent is distilled off
  5. customthe residue is purified by chromatography (silica gel, 8:2 hexane/ethyl acetate)
  6. customrecrystallized from acetonitrile

출처 및 근거

ORD 기록
ord-710e673a23d24233b5887d8b6ecefbc5
출처 데이터셋
uspto-grants-1997_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05630962

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