Azobisisobutyronitrile → 3-Bromo-6-(trifluoromethyl)phthalide

HRID 1896947Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1896947
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:11]=[C:10]2[C:6]([CH2:7][O:8][C:9]2=[O:12])=[CH:5][CH:4]=1.C1C(=O)N([Br:22])C(=O)C1.CC(N=NC(C#N)(C)C)(C#N)C>C(Cl)(Cl)(Cl)Cl>[Br:22][CH:7]1[C:6]2[C:10](=[CH:11][C:3]([C:2]([F:1])([F:13])[F:14])=[CH:4][CH:5]=2)[C:9](=[O:12])[O:8]1

Komponenten

5

Edukt 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 110744416-(Trifluoromethyl)isobenzofuran-1(3H)-one

Produkt 1

HCID 585628673-Bromo-6-(trifluoromethyl)phthalide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Reaktionsbedingungen

Temperatur
65 °C

Versuchsvorschrift

Into a 50 mL round-bottom flask, was placed a solution of 6-(trifluoromethyl)isobenzofuran-1(3H)-one (prepared as described in the previous step, 5.5 g, 27.23 mmol, 1.00 equiv) in CCl4 (10 mL), NBS (5.8 g, 32.58 mmol, 1.20 equiv) and AIBN (0.45 g, 0.10 equiv). The reaction mixture was stirred for 3 h at 65° C. in an oil bath. The resulting mixture was concentrated under vacuum. The residue was dissolved in 100 mL of ethyl acetate, washed with 60 mL of brine, dried (Na2SO4), and concentrated under vacuum. The title compound was obtained as a yellow oil.

Aufarbeitung

  1. customInto a 50 mL round-bottom flask, was placed
  2. concentrationThe resulting mixture was concentrated under vacuum
  3. dissolutionThe residue was dissolved in 100 mL of ethyl acetate
  4. washwashed with 60 mL of brine
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-6f27f8b3c9ba4c56b153013f61dbca0d
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08518969B2

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