Fenipentol → (1-Bromopentyl)benzene

HRID 628264Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 628264
P(Br)(Br)[Br:2].[C:5]1([CH:11](O)[CH2:12][CH2:13][CH2:14][CH3:15])[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1>CCOCC>[Br:2][CH:11]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[CH2:12][CH2:13][CH2:14][CH3:15]

Komponenten

4

Edukt 2

HCID 3338FenipentolHCID 24614Phosphorus tribromide

Produkt 1

HCID 10900349(1-Bromopentyl)benzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

PBr3 (0.171 mL, 1.82 mmol, Aldrich) was added to a solution of 1-phenylpentan-1-ol (0.500 g, 3.04 mmol, Alfa Aesar) in Et2O (3.2 mL) at 0° C. The reaction was allowed to reach ambient temperature and then was quenched with ice water and diluted with hexanes. The layers were separated and the organic layer was washed with water and then with brine, dried over sodium sulfate, filtered and concentrated. Flash chromatography, eluting with hexanes afforded product (0.15 g, 22%).

Aufarbeitung

  1. customto reach ambient temperature
  2. customwas quenched with ice water
  3. additiondiluted with hexanes
  4. customThe layers were separated
  5. washthe organic layer was washed with water
  6. dry with materialwith brine, dried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated
  9. washFlash chromatography, eluting with hexanes afforded product (0.15 g, 22%)

Quellen und Nachweise

ORD-Eintrag
ord-48cca4ff248444dc9b37fc291373a27a
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09309246B2

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