Carbon tetrabromide → 1-Bromohexyl-4-isobutylbenzene

HRID 249185

Reaktionsgleichung

Reaktionsgleichung von HRID 249185
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([CH:11](O)[CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])=[CH:7][CH:6]=1)[CH:2]([CH3:4])[CH3:3].C(Br)(Br)(Br)[Br:19].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O1CCCC1>[Br:19][CH:11]([C:8]1[CH:9]=[CH:10][C:5]([CH2:1][CH:2]([CH3:4])[CH3:3])=[CH:6][CH:7]=1)[CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Komponenten

5

Edukt 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 109334301-(4-Isobutylphenyl)hexan-1-ol

Produkt 1

HCID 109353641-Bromohexyl-4-isobutylbenzeneAusbeute 30,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 1-(4-isobutylphenyl)hexan-1-ol (9.15 g) and carbon tetrabromide (25.9 g) in tetrahydrofuran (250 ml) was added triphenylphosphine (20.5 g). The mixture was stirred at room temperature for 6 hours. After the white solid was filtered off, the filtrate was evaporated. n-Hexane (300 ml) was added to the residue and the precipitate was filtered off. The filtrate was evaporated and the residual oil was distilled under reduced pressure to give 1-(1-bromohexyl)-4-isobutylbenzene (3.52 g) as a colorless oil.

Aufarbeitung

  1. filtrationAfter the white solid was filtered off
  2. customthe filtrate was evaporated
  3. additionn-Hexane (300 ml) was added to the residue
  4. filtrationthe precipitate was filtered off
  5. customThe filtrate was evaporated
  6. distillationthe residual oil was distilled under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-3b17771e21d840159097bddd23cd28db
Quelldatensatz
uspto-grants-1993_05
Patentnummer
US05212320

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