反応 #3402

反応方程式

HCl

2-Phenylnitroethene

2-phenylnitroethene

NaBH4

→

title compound

収率 75.0%

2-phenylnitroethane

収率 75.0%

溶媒

CHCl3 i-PrOH

反応条件

後処理

1. 1
   workup.STIRRINGthe mixture was stirred for 30 minutes
2. 2
   その他The layers were separated
3. 3
   抽出the aqueous phase was extracted with methylene chloride
4. 4
   乾燥dried (MgSO4)
5. 5
   濃縮concentrated
6. 6
   その他The residue was chromatographed on silica gel (eluting with ether:hexanes 1:30)

実験手順

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%).

出典