Reaktion #2507893

Reaktionsgleichung

potassium

2-methoxy-4-nitrophenol

K2CO3

dibromopropane

→

1-(3-bromopropoxy)-2-methoxy-4-nitrobenzene

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeAfter removal of any precipitate
2. 2
   Filtrationby filtration
3. 3
   Sonstigethe filtrate was partitioned between EtOAc/H2O (100/20 mL)
4. 4
   WaschenThe organic layer was washed with brine
5. 5
   Trocknendried over MgSO4
6. 6
   SonstigeAfter removal of the solvent under vacuum
7. 7
   Sonstigethe residue was chromatographed on silica gel using 5%-20% gradient EtOAc/hexanes
8. 8
   Waschento elute the title compound as a yellow brownish solid (1.5 g, 36%)

Vorschrift

A suspension of K2CO3 (2.0 g, 14.5 mmol), dibromopropane (8.8 g, 43.4 mmol) and the potassium salt of 2-methoxy-4-nitrophenol (3.0 g, 14.5 mmol) in DMF (50 mL) was heated at 80° C. for 24 hr. After removal of any precipitate by filtration, the filtrate was partitioned between EtOAc/H2O (100/20 mL). The organic layer was washed with brine and dried over MgSO4. After removal of the solvent under vacuum, the residue was chromatographed on silica gel using 5%-20% gradient EtOAc/hexanes to elute the title compound as a yellow brownish solid (1.5 g, 36%) MS (ESI) 292 (M+H)+.

Quelle