Réaction #94743

Équation de réaction

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

1-iodo-5-phenyl-3-pentanone

→

crude oil

Rendement 113.2%

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

Rendement 113.2%

Solvants

tetrahydrofuran

tetrahydrofuran

Conditions de réaction

Traitement

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
   AutreSolvent was removed in vacuo
4. 4
   Extractionextracted twice with water
5. 5
   SéchageThe organic layer was dried over anh Mg SO4
6. 6
   Concentrationconcentrated at reduced pressure

Mode opératoire

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.

Source