Carbon tetrabromide → 1-(3,5-Dimethylphenoxy)-2-bromopropane

HRID 1975538

Reaktionsgleichung

Reaktionsgleichung von HRID 1975538
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:21].[CH3:25][CH:26](O)[CH2:27][O:28][C:29]1[CH:34]=[C:33]([CH3:35])[CH:32]=[C:31]([CH3:36])[CH:30]=1>C(Cl)Cl>[CH3:36][C:31]1[CH:30]=[C:29]([CH:34]=[C:33]([CH3:35])[CH:32]=1)[O:28][CH2:27][CH:26]([Br:21])[CH3:25]

Komponenten

5

Edukt 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 110739942-Propanol, 1-(3,5-dimethylphenoxy)-

Produkt 1

HCID 191002941-(3,5-Dimethylphenoxy)-2-bromopropaneAusbeute 74,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

0.94 Gram (3.6 mmol) of triphenylphosphine and 1.49 g (4.5 mmol) of carbon tetrabromide were added to a solution prepared by dissolving 0.54 g (3 mmol) of 1-methyl-2-(3,5-dimethylphenoxy)ethanol in 10 ml of methylene chloride, and the resultant mixture was stirred at room temperature for 30 minutes. After the reaction, the solid was separated by filtration, and the remaining methylene chloride solution was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=5:1 (v/v)) to give 0.54 g of 1-(3,5-dimethylphenoxy)-2-bromopropane (yield 74.7%).

Aufarbeitung

  1. customprepared
  2. customAfter the reaction
  3. customthe solid was separated by filtration
  4. concentrationthe remaining methylene chloride solution was concentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=5:1 (v/v))

Quellen und Nachweise

ORD-Eintrag
ord-619da100a3a84020af9a517059a1b0fc
Quelldatensatz
uspto-grants-1994_02
Patentnummer
US05286905

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