Reaktion #602544

Reaktionsgleichung

1-(bromomethyl)-3-nitrobenzene

triethyl phosphite

→

title compound

Ausbeute 63.2%

Diethyl 3-nitrobenzylphosphonate

Ausbeute 63.2%

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture was cooled to room temperature
2. 2
   Sonstigepartitioned between water and dichloromethane
3. 3
   SonstigeThe organic layer was separated
4. 4
   Sonstigedried
5. 5
   Einengenconcentrated under vacuum
6. 6
   SonstigeThe residue was purified by silica column chromatography (eluent: 0-5% methanol in dichloromethane)

Vorschrift

A stirring suspension of 1-(bromomethyl)-3-nitrobenzene (46.3 mmol, 10 g) in triethyl phosphite (69.4 mmol, 12.08 mL, 11.54 g) was heated at 100° C. for 4 hours. The reaction mixture was cooled to room temperature and partitioned between water and dichloromethane. The organic layer was separated, dried and concentrated under vacuum. The residue was purified by silica column chromatography (eluent: 0-5% methanol in dichloromethane) to afford the title compound (8 g).

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