Reaktion #94743

Reaktionsgleichung

2-(3,4-dimethoxyphenyl)-1-nitroethane

1-iodo-5-phenyl-3-pentanone

→

crude oil

Ausbeute 113.2%

1-(3',4'-dimethoxyphenyl)-7-phenyl-2-nitro-5-heptanone

Ausbeute 113.2%

Lösungsmittel

tetrahydrofuran

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGThe mixture was stirred at room temperature for 30 min, at 50° C. for 3 hr
2. 2
   workup.STIRRINGto stir at room temperature overnight
3. 3
   SonstigeSolvent was removed in vacuo
4. 4
   Extraktionextracted twice with water
5. 5
   TrocknenThe organic layer was dried over anh Mg SO4
6. 6
   Einengenconcentrated at reduced pressure

Vorschrift

To a solution of 36 g (0.17 mole) of 2-(3,4-dimethoxyphenyl)-1-nitroethane in 300 mL of dry tetrahydrofuran was added 71 g (0.17 mole) of 40% Triton B. The solution was stirred at room temperature for 10 min. 55.3 g (0.19 mole) of 1-iodo-5-phenyl-3-pentanone in a minimum amount of dry tetrahydrofuran was added dropwise. The mixture was stirred at room temperature for 30 min, at 50° C. for 3 hr., then allowed to stir at room temperature overnight. Solvent was removed in vacuo and the residue taken up in ether and extracted twice with water. The organic layer was dried over anh Mg SO4, and concentrated at reduced pressure to give 71.5 g of crude oil. This crude material was passed through HPLC to give 46.4 g. of purified material.

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