Aniline → 4-(1-Bromo-1,1,2,3,3,3-hexafluoro-2-propyl)aniline

HRID 1824582

반응식

HRID 1824582 반응식
S(S([O-])=O)([O-])=O.[Na+].[Na+].[NH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C(=O)([O-])O.[Na+].[Br:21][C:22]([F:31])([F:30])[C:23](Br)([F:28])[C:24]([F:27])([F:26])[F:25].C(=O)([O-])[O-].[Na+].[Na+]>S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC.COC(C)(C)C.O>[Br:21][C:22]([F:31])([F:30])[C:23]([C:13]1[CH:14]=[CH:15][C:10]([NH2:9])=[CH:11][CH:12]=1)([F:28])[C:24]([F:27])([F:26])[F:25]

참가 물질

9

반응물 5

HCID 6115AnilineHCID 10340Sodium CarbonateHCID 24489Sodium DithioniteHCID 695791,2-Dibromo-1,1,2,3,3,3-hexafluoropropaneHCID 516892Sodium Bicarbonate

생성물 1

HCID 230649694-(1-Bromo-1,1,2,3,3,3-hexafluoro-2-propyl)aniline

시약·촉매·용매 3

HCID 94433Tetrabutylammonium hydrogen sulfate촉매HCID 962Water용매HCID 15413tert-Butyl methyl ether용매2회

실험 절차

First 476.74 g (2.74 mol) of sodium dithionite and then 250 g (2.68 mol) of aniline were added at room temperature to a mixture of 4000 ml of water, 1200 ml of tert-butyl methyl ether, 270.61 g (3.22 mol) of sodium hydrogencarbonate and 10.94 g of tetra-n-butylammonium hydrogensulphate. Subsequently, a solution of 998.07 g of 1,2-dibromo-1,1,2,3,3,3-hexafluoropropane in 300 ml of tert-butyl methyl ether was added dropwise at 35–40° C. and, on completion of addition, the mixture was stirred at RT for a further 18 h. If necessary, sodium carbonate was used to adjust to a pH of 5 and the organic phase was removed, dried and concentrated. The remaining residue is incipiently distilled under reduced pressure at 0.3 mbar up to an internal temperature of 100° C.

후처리

  1. customthe organic phase was removed
  2. customdried
  3. concentrationconcentrated
  4. distillationThe remaining residue is incipiently distilled under reduced pressure at 0.3 mbar up to an internal temperature of 100° C.

출처 및 근거

ORD 기록
ord-60d181a79ca94b06aeedf8f6463f5cf7
출처 데이터셋
uspto-grants-2006_05
특허 번호
US07041852B2

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