2-Nitro-1-phenylpropane synthesis
- Product Name:2-Nitro-1-phenylpropane
- CAS Number:17322-34-8
- Molecular formula:C9H11NO2
- Molecular Weight:165.19
705-60-2
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Yield:17322-34-8 99%
Reaction Conditions:
with formic acid;dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer;triethylamine;N-tosylethylenediamine in ethyl acetate at 28; for 0.5 h;chemoselective reaction;
Steps:
4.2. General procedure for the transfer hydrogenation of conjugated nitroalkenes
General procedure: A mixture of the TsEN ligand (0.0044 mmol), [RhCl2Cp*]2 (0.002 mmol), and triethylamine (11 μL, 0.08 mmol) was dissolved in1 mL methanol and heated at 70 °C for 1 h in a glass tube. After cooling down, the solvent was removed in vacuo. Nitroalkene substrate (0.4 mmol) in EtOAc (1.0 mL) and the azeotrope of formic acid/triethylamine (0.2 mL) were added in turn. The mixture was stirred at 28 °C for the corresponding time. After completion, the solution was washed with water. The aqueous layer was extracted with EtOAc (5 mL×3). The combined organic layer was dried over Na2SO4, filtered, and concentrated under reduced pressure to afford the crude product, which was purified by flash chromatography (PE/EtOAc) on silica gel to provide the pure reduction product.
References:
Xiang, Jing;Sun, Er-Xiao;Lian, Chun-Xia;Yuan, Wei-Cheng;Zhu, Jin;Wang, Qiwei;Deng, Jingen [Tetrahedron,2012,vol. 68,# 24,p. 4609 - 4620] Location in patent:experimental part
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10048-65-4
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103-79-7
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100-51-6
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17322-34-8
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