Propargyl bromide → HCID 22482834, Verbindung

HRID 751550

Reaktionsgleichung

Reaktionsgleichung von HRID 751550
[OH:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[C:9](=[O:12])[CH2:10][CH3:11].Br[CH2:14][C:15]#[CH:16].C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[OH:1][C:2]1[CH:7]=[C:6]([O:8][CH2:16][C:15]#[CH:14])[CH:5]=[CH:4][C:3]=1[C:9](=[O:12])[CH2:10][CH3:11]

Komponenten

5

Edukt 3

HCID 7842Propargyl bromideHCID 11430Potassium CarbonateHCID 798562',4'-Dihydroxypropiophenone

Produkt 1

HCID 22482834HCID 22482834, VerbindungAusbeute 85,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A mixture of 2′,4′-dihydroxy-propiophenone (24.9 g, 0.15 mol), 3-bromo-propyne (24.2 g, 0.20 mol) and K2CO3 (20.7 g, 0.15 mol) in acetone (500 mL) was refluxed for 12 h. The reaction mixture was allowed assume room temperature and the precipitate was removed by filtration. The filtrate was concentrated under reduced pressure. The crude product was purified by column chromatography (silica gel, 0→2% MeOH in H2O), to give 26.2 g (85%) of 1-(2-hydroxy-4-prop-2-ynyloxy-phenyl)-propan-1-one.

Aufarbeitung

  1. temperaturewas refluxed for 12 h
  2. customwas allowed assume room temperature
  3. customthe precipitate was removed by filtration
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. customThe crude product was purified by column chromatography (silica gel, 0→2% MeOH in H2O)

Quellen und Nachweise

ORD-Eintrag
ord-fc2e97cf57644467a7a59f78d610d2b2
Quelldatensatz
uspto-grants-2008_07
Patentnummer
US07405310B2

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