2-(Bromomethyl)-1,3-difluorobenzene → HCID 23028519, Verbindung

HRID 748707Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 748707
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[Na+].[F:12][C:13]1[CH:20]=[CH:19][CH:18]=[C:17]([F:21])[C:14]=1[CH2:15]Br>C(COC)OC>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH2:15][C:14]2[C:13]([F:12])=[CH:20][CH:19]=[CH:18][C:17]=2[F:21])(=[O:10])=[O:9])=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 5814352-(Bromomethyl)-1,3-difluorobenzeneHCID 23664783Sodium 4-chlorobenzenesulfinate

Produkt 1

HCID 23028519HCID 23028519, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 80711,2-DimethoxyethaneLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

To dimethoxyethane (10 ml) were added sodium 4-chlorobenzenesulfinate (205 mg, 1.03 mmol) and 2,6-difluorobenzyl bromide (214 mg, 1.03 mmol). The resulting mixture was stirred at 70° C. for 18 hours. After cooling the reaction mixture to room temperature, the solvent was concentrated under reduced pressure. Ethyl acetate was added to the residue and from the resulting mixture, the insoluble matter was filtered off. The filtrate was concentrated under reduced pressure. The residue was subjected to chromatography on a silica gel column and the fraction obtained from the ether eluate was concentrated under reduced pressure. The residue was subjected to chromatography on a silica gel column. The fraction obtained from the hexane:ethyl acetate (=10:1) eluate was concentrated under reduced pressure, whereby the title compound (289 mg, 93%) was obtained as a white solid.

Aufarbeitung

  1. temperatureAfter cooling the reaction mixture to room temperature
  2. concentrationthe solvent was concentrated under reduced pressure
  3. additionEthyl acetate was added to the residue and from the resulting mixture
  4. filtrationthe insoluble matter was filtered off
  5. concentrationThe filtrate was concentrated under reduced pressure
  6. customthe fraction obtained from the ether eluate
  7. concentrationwas concentrated under reduced pressure
  8. customThe fraction obtained from the hexane
  9. concentrationethyl acetate (=10:1) eluate was concentrated under reduced pressure, whereby the title compound (289 mg, 93%)
  10. customwas obtained as a white solid

Quellen und Nachweise

ORD-Eintrag
ord-e3f9b2d47dba4e5697ee49172680db3a
Quelldatensatz
uspto-grants-2008_07
Patentnummer
US07399775B2

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