Water → Methyl 5-bromo-3-chloro-2-hydroxy-4-(trifluoromethyl)benzoate

HRID 629357Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 629357
[Cl:1][C:2]1[C:3]([OH:16])=[C:4]([CH:9]=[CH:10][C:11]=1[C:12]([F:15])([F:14])[F:13])[C:5]([O:7][CH3:8])=[O:6].[Br:17]N1C(=O)CCC1=O.O>CN(C=O)C>[Br:17][C:10]1[C:11]([C:12]([F:14])([F:15])[F:13])=[C:2]([Cl:1])[C:3]([OH:16])=[C:4]([CH:9]=1)[C:5]([O:7][CH3:8])=[O:6]

Komponenten

5

Edukt 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 118468129Methyl 3-chloro-2-hydroxy-4-(trifluoromethyl)benzoate

Produkt 1

HCID 118468280Methyl 5-bromo-3-chloro-2-hydroxy-4-(trifluoromethyl)benzoateAusbeute 84,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
15 °C

Versuchsvorschrift

To a solution of methyl 3-chloro-2-hydroxy-4-(trifluoromethyl)benzoate (6.30 g) in DMF (65.0 mL) was added N-bromosuccinimide (4.41 g), and the mixture was stirred at 15° C. for 16 hr. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (7.00 g).

Aufarbeitung

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customthe solvent was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-e3f3c47a277c43b4bc0cbd5465f0b5c0
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09315458B2

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