Hydrogen Bromide → 3-(Bromomethyl)biphenyl

HRID 440961

Reaktionsgleichung

Reaktionsgleichung von HRID 440961
[C:1]1([C:7]2[CH:8]=[C:9]([CH2:13]O)[CH:10]=[CH:11][CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[BrH:15]>>[C:1]1([C:7]2[CH:8]=[C:9]([CH2:13][Br:15])[CH:10]=[CH:11][CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

3

Edukt 2

HCID 260Hydrogen Bromide2×HCID 6035563-Biphenylmethanol

Produkt 1

HCID 38644053-(Bromomethyl)biphenyl

Versuchsvorschrift

Under a nitrogen atmosphere a stirred solution of 12.9 grams of 3-phenylphenylmethanol in 50 mL of 47-49% hydrobromic acid was heated at reflux for two hours. Thin layer chromatographic analysis of the reaction mixture indicated that the reaction was incomplete. An additional 50 mL of 47-49% hydrobromic acid was added, and the stirred reaction mixture was heated at reflux for an additional two hours. After this time the reaction mixture was poured into ice-water, and the mixture was extracted with 100 mL of diethyl ether. The extract was dried with magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure, yielding 16.2 grams of 3-phenylphenylmethyl bromide. The NMR spectrum was consistent with the proposed structure.

Aufarbeitung

  1. temperatureat reflux for two hours
  2. customthe stirred reaction mixture
  3. temperaturewas heated
  4. temperatureat reflux for an additional two hours
  5. extractionthe mixture was extracted with 100 mL of diethyl ether
  6. dry with materialThe extract was dried with magnesium sulfate
  7. filtrationfiltered
  8. concentrationThe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-679b31f70c25488da2edeeb3093c62d1
Quelldatensatz
uspto-grants-1996_05
Patentnummer
US05521192

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