Bromine → 5-Bromo-2-(2,2,2-trifluoroethyl)-2-trifluoromethyl-1,3-benzodioxole

HRID 37569

반응식

HRID 37569 반응식
[F:1][C:2]([F:18])([F:17])[CH2:3][C:4]1([C:13]([F:16])([F:15])[F:14])[O:8][C:7]2[CH:9]=[CH:10][CH:11]=[CH:12][C:6]=2[O:5]1.[Br:19]Br>C(Cl)(Cl)(Cl)Cl.[Fe](Cl)(Cl)Cl>[Br:19][C:11]1[CH:10]=[CH:9][C:7]2[O:8][C:4]([CH2:3][C:2]([F:1])([F:17])[F:18])([C:13]([F:15])([F:14])[F:16])[O:5][C:6]=2[CH:12]=1

참가 물질

5

반응물 2

HCID 24408BromineHCID 536673032-(2,2,2-Trifluoroethyl)-2-(trifluoromethyl)-1,3-benzodioxole

생성물 1

HCID 189959475-Bromo-2-(2,2,2-trifluoroethyl)-2-trifluoromethyl-1,3-benzodioxole

시약·촉매·용매 2

HCID 24380Iron chloride (FeCl3)촉매HCID 5943Carbon Tetrachloride용매

실험 절차

54.4 g of 2-(2,2,2-trifluoroethyl)-2-trifluoromethyl-1,3-benzodioxole were dissolved in 300 ml of carbon tetrachloride, and 0.4 g of anhydrous iron(III) chloride was added. 32 g of bromine were then added dropwise at the reflux temperature and the mixture was subsequently stirred until conversion was complete (monitoring by gas chromatography). The reaction mixture was then left to cool, washed with 10% by weight aqueous sodium hydrogen-sulphite solution and water, dried over magnesium sulphate and concentrated. The residue was distilled under vacuum. The yield was 58 g (83% of theory) and the boiling point was 80° C. at 14 mbar. The characteristic absorptions in the NMR spectra were as follows: 19F NMR: -59.2 and -84.9 ppm. 1H NMR: 3.02 ppm.

후처리

  1. waitThe reaction mixture was then left
  2. temperatureto cool
  3. washwashed with 10% by weight aqueous sodium hydrogen-sulphite solution and water
  4. dry with materialdried over magnesium sulphate
  5. concentrationconcentrated
  6. distillationThe residue was distilled under vacuum

출처 및 근거

ORD 기록
ord-bca8bdde44ea4507bab4fb4770d7637a
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05420309

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