Reacción #3402

Ecuación de reacción

HCl

2-Phenylnitroethene

2-phenylnitroethene

NaBH4

→

title compound

Rendimiento 75.0%

2-phenylnitroethane

Rendimiento 75.0%

Disolventes

CHCl3 i-PrOH

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGthe mixture was stirred for 30 minutes
2. 2
   OtroThe layers were separated
3. 3
   Extracciónthe aqueous phase was extracted with methylene chloride
4. 4
   Secadodried (MgSO4)
5. 5
   Concentraciónconcentrated
6. 6
   OtroThe residue was chromatographed on silica gel (eluting with ether:hexanes 1:30)

Procedimiento

2-Phenylnitroethene (5.12 g, 34.3 mmol, from step 15a) was dissolved in CHCl3 /i-PrOH (410:85 mL) and SiO2 (51.4 g) was added. NaBH4 (5.2 g, 137 mmol) was added in portions, and the mixture was stirred for 90 minutes at room temperature. HCl (0.5N, 100, mL) was added, and the mixture was stirred for 30 minutes. The layers were separated, and the aqueous phase was extracted with methylene chloride. The organic layers were combine, dried (MgSO4) and concentrated. The residue was chromatographed on silica gel (eluting with ether:hexanes 1:30) to give the title compound as an oil (3.89 g, 75%).

Fuente