Reaktion #586906

Reaktionsgleichung

trityl chloride

(2-bromo-4-hydroxymethylphenyl)methanol

triethylamine

→

titled compound

Ausbeute 18.1%

2-bromo-1,4-bis(trityloxymethyl)benzene

Ausbeute 18.1%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction mixture was evaporated under reduced pressure
2. 2
   Sonstigeto remove the solvent
3. 3
   Extraktionextracted with methylene chloride
4. 4
   WaschenThe organic layer was washed with water and saturated aqueous sodium chloride
5. 5
   Trocknendried over anhydrous magnesium sulfate
6. 6
   Sonstigeevaporated under reduced pressure
7. 7
   Sonstigeto remove the solvent
8. 8
   SonstigeThe resulting residue was purified by silica gel column chromatography (developing solution=ethyl acetate:n-hexane (1:2))

Vorschrift

Under a nitrogen stream, to a solution of trityl chloride (11.58 g, 41.6 mmol) and (2-bromo-4-hydroxymethylphenyl)methanol (4.1 g, 18.9 mmol) in DMF (12 ml), triethylamine (5.8 ml, 41.6 mmol) and DMAP (369.2 mg, 3.02 mmol) were added and the mixture was stirred for 18 hours at room temperature. The reaction mixture was evaporated under reduced pressure to remove the solvent and then extracted with methylene chloride. The organic layer was washed with water and saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and then evaporated under reduced pressure to remove the solvent. The resulting residue was purified by silica gel column chromatography (developing solution=ethyl acetate:n-hexane (1:2)) to give the titled compound (2.4 g, 18%).

Quelle