Water → 1-(Chloromethyl)-4-(fluoromethyl)benzene

HRID 889142Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 889142
[Cl:1][CH2:2][C:3]1[CH:10]=[CH:9][C:6]([CH2:7]O)=[CH:5][CH:4]=1.O.C(=O)([O-])O.[Na+].CN(S(F)(F)[F:21])C>ClCCl>[Cl:1][CH2:2][C:3]1[CH:10]=[CH:9][C:6]([CH2:7][F:21])=[CH:5][CH:4]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 123203Sulfur, trifluoro(N-methylmethanaminato)-HCID 516892Sodium BicarbonateHCID 5107660[4-(Chloromethyl)phenyl]methanol

Produkt 1

HCID 189264181-(Chloromethyl)-4-(fluoromethyl)benzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

After dissolving 4-(chloromethyl)benzyl alcohol (5.00 g) in dichloromethane (90 ml), dimethylaminosulfur trifluoride (8.28 ml) was added at room temperature and the mixture was stirred for one day. Water was added to the reaction mixture, and then a saturated aqueous solution of sodium hydrogencarbonate was added and extraction was performed with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. After filtration, the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography to obtain the title compound (2.94 g).

Aufarbeitung

  1. additionwas added at room temperature
  2. extractionextraction
  3. washThe organic layer was washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationAfter filtration
  6. distillationthe solvent was distilled off under reduced pressure
  7. customThe residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-f012dcd74e9640939620c4371adbe3ec
Quelldatensatz
uspto-grants-2012_08
Patentnummer
US08252810B2

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