ChemicalBook CAS DataBase List 1-(PHENYL) 2-NITROETHANE

1-(PHENYL) 2-NITROETHANE synthesis

12synthesis methods

Product Name:1-(PHENYL) 2-NITROETHANE
CAS Number:6125-24-2
Molecular formula:C8H9NO2
Molecular Weight:151.16

1-(Phenyl) 2-nitroethane is prepared：
1) from beta-Phenylethylamine by oxidation. The amine is obtained from Benzyl cyanide in liquid Ammonia with a Raney-Nickel catalyst, by hydrogenation.
2) by isolation from the essential oil of the leaves of Aniba canellila (in Brazil).

5153-67-3 Synthesis

5153-67-3
135 suppliers
$6.00/1g

67-63-0 Synthesis

67-63-0
1580 suppliers
$16.00/25ML

6125-24-2
58 suppliers
$183.15/1g

Yield: 75%

Reaction Conditions:

with hydrogenchloride;sodium tetrahydroborate;SiO₂ in chloroform

Steps:

15.b 15b.
15b. 2-phenylnitroethane 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 (eluding with ether:hexanes 1:30) to give the title compound as an oil (3.89 g, 75%).

References:

Abbott Laboratories US5733912, 1998, A