Ethyl Bromide → 1-Bromo-4-ethoxy-2,3-difluorobenzene

HRID 516274Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 516274
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([F:9])[C:3]=1[F:10].Br[CH2:12][CH3:13].[OH-].[Na+]>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.CCCCCCC>[CH2:12]([O:8][C:5]1[CH:6]=[CH:7][C:2]([Br:1])=[C:3]([F:10])[C:4]=1[F:9])[CH3:13]

Komponenten

6

Edukt 3

HCID 6332Ethyl BromideHCID 14798Sodium HydroxideHCID 102199424-Bromo-2,3-difluorophenol

Produkt 1

HCID 269854911-Bromo-4-ethoxy-2,3-difluorobenzeneAusbeute 97 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 74236Tetrabutylammonium BromideKatalysator2×HCID 8900HeptaneLösungsmittel

Versuchsvorschrift

To an aqueous (400 ml) solution of 4-bromo-2,3-difluorophenol (T-1) (195.0 g), bromoethane (196.2 g) and tetrabutylammonium bromide (hereinafter, abbreviated as TBAB) (24.2 g), sodium hydroxide (75.9 g) was added, and heating agitation was carried out at 80° C. for 6 hours in a nitrogen atmosphere. After completion of the reaction, extraction was carried out with heptane, an organic layer was washed with water and a saturated aqueous solution of sodium chloride, and then the resultant solution was dried over anhydrous magnesium sulfate and concentrated under reduced pressure, and thus a black oily matter was obtained. The resultant material was purified by distillation, and thus 1-ethoxy-2,3-difluorobromobenzene (T-2) was obtained as a colorless oily matter (230.0 g, yield: 97%).

Aufarbeitung

  1. additionwas added
  2. temperatureheating agitation
  3. customAfter completion of the reaction, extraction
  4. washan organic layer was washed with water
  5. dry with materiala saturated aqueous solution of sodium chloride, and then the resultant solution was dried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customthus a black oily matter was obtained
  8. distillationThe resultant material was purified by distillation

Quellen und Nachweise

ORD-Eintrag
ord-10beaa35c9db43128a1b3ce462c1f165
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09109157B2

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