Triethylsilane → 4'-n-Pentyl-2,5-difluoro-4-bromobiphenyl

HRID 327361Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 327361
C([SiH](CC)CC)C.[C:8]([C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:25]=[C:24]([F:26])[C:23]([Br:27])=[CH:22][C:21]=2[F:28])=[CH:16][CH:15]=1)(=O)[CH2:9][CH2:10][CH2:11][CH3:12].C([O-])(O)=O.[Na+]>FC(F)(F)C(O)=O>[CH2:8]([C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:25]=[C:24]([F:26])[C:23]([Br:27])=[CH:22][C:21]=2[F:28])=[CH:16][CH:15]=1)[CH2:9][CH2:10][CH2:11][CH3:12]

Komponenten

5

Edukt 3

HCID 12052TriethylsilaneHCID 516892Sodium BicarbonateHCID 147660524'-Pentanoyl-2,5-difluoro-4-bromobiphenyl

Produkt 1

HCID 147660534'-n-Pentyl-2,5-difluoro-4-bromobiphenyl

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

Triethylsilane (7.0 g) is added dropwise over 2 h to a cooled, stirred (0° C.) solution of 1E (8.0 g) in trifluoroacetic acid (40 ml). The reaction mixture is stirred at room temperature overnight and poured into NaHCO3 solution. The product is extracted into ether twice and the combined ether layers are washed with water and dried (MgSO4). The solvent was removed in vacuo to yield an orange-brown oil. The crude product is distilled under reduced pressure (short path, 110°-120° C. at 0.01 mm Hg) to give a red oil.

Aufarbeitung

  1. extractionThe product is extracted into ether twice
  2. washthe combined ether layers are washed with water
  3. dry with materialdried (MgSO4)
  4. customThe solvent was removed in vacuo
  5. customto yield an orange-brown oil
  6. distillationThe crude product is distilled under reduced pressure (short path, 110°-120° C. at 0.01 mm Hg)
  7. customto give a red oil

Quellen und Nachweise

ORD-Eintrag
ord-88e168a75b584d97b2f6ba639cfbe820
Quelldatensatz
uspto-grants-1993_12
Patentnummer
US05273680

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