Réaction #41354

Équation de réaction

2,8,9-triisopropyl-2,5,8,9-tetraaza-1-phosphabicyclo[3,3,3]undecane

2-Phenoxyacetaldehyde

magnesium sulfate

nitroethane

→

subtitle compound

Rendement 81.0%

3-Nitro-1-phenoxy-butan-2-ol

Rendement 81.0%

Solvants

nitromethane

Conditions de réaction

Traitement

1. 1
   Filtrationfiltered through celite and
2. 2
   Concentrationconcentrated
3. 3
   AutrePurification by column chromatography (SiO2, dichloromethane/t-butyl methyl ether)

Mode opératoire

2-Phenoxyacetaldehyde (1.36 g, 10 mmol) was added to a suspension of anhydrous magnesium sulfate (2.65 g, 22 mmol) in nitroethane (7.0 mL) under an argon atmosphere. After 5 min a solution of 2,8,9-triisopropyl-2,5,8,9-tetraaza-1-phosphabicyclo[3,3,3]undecane (0.30 g, 1.0 mmol) in nitromethane (3.0 mL) was added. The mixture was vigorously stirred for 5 days at r.t., filtered through celite and concentrated. Purification by column chromatography (SiO2, dichloromethane/t-butyl methyl ether) gave the subtitle compound as an oil (1.7 g, 81%).

Source