Sodium Iodide → 4-Iodophenylsulfur Pentafluoride

HRID 591378노트

반응식

HRID 591378 반응식
[Na+].[I-:2].F[B-](F)(F)F.[F:8][S:9]([F:21])([F:20])([F:19])([F:18])[C:10]1[CH:15]=[CH:14][C:13]([N+]#N)=[CH:12][CH:11]=1.[C:22]1([O:28][CH3:29])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.C([O-])([O-])=O.[Na+].[Na+]>CC#N>[I:2][C:13]1[CH:14]=[CH:15][C:10]([S:9]([F:21])([F:20])([F:19])([F:18])[F:8])=[CH:11][CH:12]=1.[CH3:29][O:28][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[C:13]1[CH:14]=[CH:15][C:10]([S:9]([F:21])([F:20])([F:19])([F:18])[F:8])=[CH:11][CH:12]=1.[CH3:29][O:28][C:22]1[CH:23]=[C:24]([C:13]2[CH:14]=[CH:15][C:10]([S:9]([F:21])([F:20])([F:19])([F:18])[F:8])=[CH:11][CH:12]=2)[CH:25]=[CH:26][CH:27]=1

참가 물질

8

반응물 4

HCID 5238Sodium IodideHCID 7519AnisoleHCID 10340Sodium CarbonateHCID 1222352754-(Pentafluorosulfanyl)phenyldiazonium Tetrafluoroborate

생성물 3

HCID 27791994-Iodophenylsulfur Pentafluoride수율 48%HCID 1186563663-Methoxy-4'-(pentafluorosulfanyl)biphenyl수율 1%HCID 1186563682-Methoxy-4'-(pentafluorosulfanyl)biphenyl수율 13%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

NaI (22.0 mg, 0.147 mmol) was added portion-wise to a solution of 1 (31.0 mg, 0.0974 mmol) and anisole (96.0 mg, 0.888 mmol) in CH3CN (53.5 mg). The reaction mixture was neutralized with Na2CO3 and filtered through Celite 545 using hexane. The solvent was evaporated to give a pale yellow oil, Silica column chromatography with hexane afforded 25b (15.3 mg, 48%), 2-methoxy-4′-(pentafluorosulfanyl)biphenyl as colorless crystals (4.0 mg, 13%), 3-methoxy-4′-(pentafluorosulfanyl) biphenyl as a colorless oil (0.2 mg, 1%), a fraction containing both 3-methoxy-4′-(pentafluorosulfanyl)biphenyl and 4-methoxy-4′-(pentafluorosulfanyl)biphenyl (1:1) as colorless oil (2.0 mg, 7%), and 4-methoxy-4′-(pentafluorosulfanyl)biphenyl as colorless crystals (0.7 mg, 2%).

후처리

  1. filtrationfiltered through Celite 545
  2. customThe solvent was evaporated
  3. customto give a pale yellow oil, Silica column chromatography with hexane

출처 및 근거

ORD 기록
ord-00ffd0431bd948c19cf401d09bb32075
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09238660B1

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