Aniline → HCID 58297498, 화합물

HRID 590912노트

반응식

HRID 590912 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(S([O-])=O)([O-])=O.[Na+].[Na+].C(=O)([O-])O.[Na+].[F:21][C:22]([F:34])([F:33])[C:23]([F:32])([F:31])[C:24](I)([F:29])[C:25]([F:28])([F:27])[F:26]>S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC.O.COC(C)(C)C>[F:26][C:25]([F:27])([F:28])[C:24]([F:29])([C:5]1[CH:6]=[CH:7][C:2]([NH2:1])=[CH:3][CH:4]=1)[C:23]([F:31])([F:32])[C:22]([F:34])([F:33])[F:21]

참가 물질

8

반응물 4

HCID 6115AnilineHCID 24489Sodium DithioniteHCID 516892Sodium BicarbonateHCID 27751652-Iodoperfluorobutane

생성물 1

HCID 58297498HCID 58297498, 화합물수율 51%

시약·촉매·용매 3

HCID 94433Tetrabutylammonium hydrogen sulfate촉매HCID 962Water용매HCID 15413tert-Butyl methyl ether용매

실험 절차

4.90 g (52.6 mmol) of aniline, 10.1 g (58.0 mmol) of 85% sodium hydrosulfite, and 1.90 g (5.77 mmol) of tetrabutylammonium hydrogen sulfate were charged to a mixed solution of 150 ml of t-butyl methyl ether and 150 ml of water using a light-shielded reaction vessel, and 4.84 g (57.6 mmol) of sodium hydrogen carbonate was added thereto. 20.0 g (57.8 mmol) of nonafluoro-s-butyliodide was added dropwise thereto at room temperature, followed by stirring at room temperature for 5 hours. The organic phase was collected by separation, washed with 2 mol/L of an aqueous hydrochloric acid solution twice, and then washed with saturated brine, an aqueous sodium hydrogen carbonate solution, and saturated brine. The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure to prepare 8.32 g (yield 51%) of a target compound.

후처리

  1. additionwas added
  2. customat room temperature
  3. customThe organic phase was collected by separation
  4. washwashed with 2 mol/L of an aqueous hydrochloric acid solution twice
  5. washwashed with saturated brine
  6. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  7. customthe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-4c41f60459c64c8f9d0acdb9337f773f
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09237745B2

반응 노트

불러오는 중…