1,3-Dibromopropane → 1-(3-bromopropoxy)-4-phenoxy-2-propylBenzene

HRID 1532144Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1532144
[O:1]([C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[C:10]([CH2:15][CH2:16][CH3:17])[CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Br:18][CH2:19][CH2:20][CH2:21]Br.C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C>[C:2]1([O:1][C:8]2[CH:13]=[CH:12][C:11]([O:14][CH2:21][CH2:20][CH2:19][Br:18])=[C:10]([CH2:15][CH2:16][CH3:17])[CH:9]=2)[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 80011,3-DibromopropaneHCID 10796Cesium carbonateHCID 154629044-Phenoxy-2-propylphenol

Produkt 1

HCID 187722731-(3-bromopropoxy)-4-phenoxy-2-propylBenzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution of 4-phenoxy-2-propylphenol (12.0 g, 52.60 mmol), 1,3-dibromopropane (31.86 g, 157.81 mmol) and cesium carbonate (18.0 g, 55.23 mmol) in dry DMF (110 mL) was stirred at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and 0.2N HCl. The organic was washed twice with water, then dried over sodium sulfate. The organic was filtered and evaporated to an oil which was chromatographed over silica gel with methylene chloride/hexane (1:1) to afford the title compound.

Aufarbeitung

  1. customThe reaction mixture was partitioned between ethyl acetate and 0.2N HCl
  2. washThe organic was washed twice with water
  3. dry with materialdried over sodium sulfate
  4. filtrationThe organic was filtered
  5. customevaporated to an oil which
  6. customwas chromatographed over silica gel with methylene chloride/hexane (1:1)

Quellen und Nachweise

ORD-Eintrag
ord-c931f71a66aa4b679f58126139f50185
Quelldatensatz
uspto-grants-2001_03
Patentnummer
US06200998B1

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