Carbon tetrabromide → 1-Bromohexyl-4-isobutylbenzene

HRID 1741818

Reaktionsgleichung

Reaktionsgleichung von HRID 1741818
[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)-4isobutylbenzene (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-e8a7138bb0bf42ec95f20e96b1cb4c6c
Quelldatensatz
uspto-grants-1994_08
Patentnummer
US05334716

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