Toluene → 2-Bromo-1-[3-(trifluoromethyl)phenyl]ethan-1-one

HRID 229730

Reaktionsgleichung

Reaktionsgleichung von HRID 229730
C1(C)C=CC=CC=1.[F:8][C:9]([F:20])([F:19])[C:10]1[CH:11]=[C:12]([C:16](=[O:18])[CH3:17])[CH:13]=[CH:14][CH:15]=1.C1C=C[NH+]=CC=1.[Br:27][Br-]Br>O>[Br:27][CH2:17][C:16]([C:12]1[CH:13]=[CH:14][CH:15]=[C:10]([C:9]([F:19])([F:20])[F:8])[CH:11]=1)=[O:18]

Komponenten

4

Edukt 2

HCID 1140TolueneHCID 676823'-(Trifluoromethyl)acetophenone

Produkt 1

HCID 27783862-Bromo-1-[3-(trifluoromethyl)phenyl]ethan-1-oneAusbeute 81,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a toluene solution (423 mL) of commercially available 3′-trifluoromethylacetophenone (79.6 g, 0.423 mol) was added pyridinium bromide perbromide (135.4 g, 0.423 mol) under ice cooling and stirred for 5 hours while heating up to room temperature. The reaction liquid was ice cooled again, followed by dropwise adding 400 mL of distilled water to stop reaction and fractionation. A toluene layer was washed with 400 mL of a saturated aqueous solution of sodium bicarbonate, followed by drying with magnesium sulfate anhydride and concentration under reduced pressure and distillation under reduced pressure to obtain an objective compound (92.35 g, 81.7%).

Aufarbeitung

  1. customThe reaction liquid
  2. temperaturecooled again
  3. customreaction and fractionation
  4. washA toluene layer was washed with 400 mL of a saturated aqueous solution of sodium bicarbonate
  5. dry with materialby drying with magnesium sulfate anhydride and concentration under reduced pressure and distillation under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-1563afc41a58401c95a39af9048a3f05
Quelldatensatz
uspto-grants-2009_07
Patentnummer
US07563893B2

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