Reaktion #409207

Reaktionsgleichung

phenol

NaH

1,3-dibromobenzene

→

desired material

1-bromo-3-phenoxybenzene

Lösungsmittel

DMF

Et2O

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto reflux for 4 h
2. 2
   Temperaturcooled to r.t.
3. 3
   Waschenwashed with water (3×200 ml), NaOH (1.0 M; 2×100 ml) and brine
4. 4
   Trocknendried over MgSO4
5. 5
   Einengenconcentrated

Vorschrift

To a solution of phenol (5.08 g; 54 mmol) in 30 ml dry DMF at 0 C. was added portionwise NaH (1.98 g; 66 mmol; 80% dispersion in oil). The mixture was stirred 30 min at r.t. then 1,3-dibromobenzene (33 ml; 273 mmol) and Cu2O (3.95 g; 28 mmol) were added. The final mixture was heated to reflux for 4 h, cooled to r.t., diluted with Et2O (200 ml), washed with water (3×200 ml), NaOH (1.0 M; 2×100 ml) and brine, dried over MgSO4 and concentrated. Flash chromatography with hexane afforded the desired material.

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