ChemicalBook CAS DataBase List 4'-AMINOPROPIOPHENONE

4'-AMINOPROPIOPHENONE synthesis

11synthesis methods

Product Name:4'-AMINOPROPIOPHENONE
CAS Number:70-69-9
Molecular formula:C9H11NO
Molecular Weight:149.19

The preparation of 4'-aminopropiophenone is as follows:A reaction tube was charged with the 2-aryloxypropanamide (1.0 mmol), potassium hydroxide (56 mg, 1.0 mmol) and DMSO (4 mL). The mixture was heated at 140 C for 3-8 h. The reaction was monitored by TLC. After the reaction period, the reaction mixture was cooled, diluted with saturated brine and extracted with dichloromethane three times. The combined organic layers were washed with three portions of saturated brine and then dried over MgSO4 and filtered. Solvent was removed under reduced pressure. The product was purified through flash column chromatography on 300-400 mesh silica gel with petroleum ether/ethyl acetate as eluent.

67-56-1 Synthesis

67-56-1
746 suppliers
$9.00/25ml

100-19-6
301 suppliers
$5.00/5g

70-69-9
126 suppliers
$26.00/250mg

99-92-3 Synthesis

99-92-3
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$6.00/10g

Yield:70-69-9 84 %Chromat. ，99-92-3 16 %Chromat.

Reaction Conditions:

with sodium hydroxide at 120; for 24 h;

Steps:

Reduction and chain elongation

General procedure: A mixture of 4-nitroacetophenone (0.83 g,5 mmol), NaOH (0.6 g), Pd/MgLaO (0.2 g) and the appropriate alcohol (10 ml)were stirred at 120 C (bath temperature) for 24 h. The mixture was filtered,the solid was washed with MeOH and the filtrate was concentrated in vacuum.The residue was dissolved in Et2O and H2O. Dilute HCl (25%) was added untilpH 1. The two phases were separated and the aqueous phase basified to pH 8by adding NaHCO3. The aqueous phase was extracted with Et2O (2 50 mL).The organic phase was dried over Na2SO4 and concentrated in vacuum. Theproducts were purified by column chromatography

References:

Németh, János;Kiss, árpád;Hell, Zoltán [Tetrahedron Letters,2013,vol. 54,# 45,p. 6094 - 6096]