3-Phenylpropanamide

A mixture of phenylpropionate (74.6 mg, 0.5 mmol), [Cp * Ir (H20) 3] [0Tf] 2 (5.1 mg, 0.0075 mmol, 1.5 mol%) and water ) Were added sequentially to a 25 ml Schlenk reaction flask. The reaction mixture was allowed to react at 110 C for 12 hours. The reaction mixture was cooled to room temperature and the residue was removed by rotary evaporation. The residue was isolated by column chromatography to give the title compound in a yield of 82%. (M, 3Hz, AlphagammaEta and NuEta), 7. 21-7. 15 (m, 3 Eta, ArH), 6. 78 (m, 3 H, , 2.34 (t, J = 7.5 Hz, 2 H, CH2); 13C NMR (125 MHz, DMS0- D6) [delta] 173.4, 141.5, 128.2, 128.2, 125.8, 36.7, 30.9.General procedure: A 25 mL round-bottomed flask with stir bar is flushed with inert gas and charged with Pd/C catalyst (2.5 mol %), the substrate (1 mmol), tert-butylbenzene (internal standard, 1 mmol), and 5 mL of toluene. The flask is clamped over a magnetic stirrer, and the contents are stirred. Acetic acid (2 mmol) is added in a single portion via pipette. Powdered NaBH4 (4 mmol) is added in a single portion directly to the stirring heterogeneous solution (Note: Addition of the NaBH4 causes the rapid evolution of small hydrogen gas bubbles. Avoid open flames). The contents of the reaction flask are left to stir in the open air at room temperature for 1 h. Workup is conducted by quenching the reaction mixture with several mLs of 0.1 M HCl until no further hydrogen evolution is observed. The solution is then made basic using NaHCO3 and the organic portion is extracted after the addition of diethyl ether. The organic layer is then dried with MgSO4 and then filtered through glass wool or celite. Reactions are analyzed by GC/MS.General procedure: The round bottom flask containing a, b-unsaturated carbonyl (1 mmol), HCOONH4 (3 mmol) and ImmPd-IL (2 mol %) was added toluene (10 ml) and reaction mixture heated at 90 C for 12 h. The progress of the reaction was monitored by using TLC and GC analysis. After completion, the reaction mixture was cooled to room temperature and then filtered to separate catalyst. The filtrate was then evaporated under high vacuum and obtained residue waspurified by column chromatography using silica gel (100-200 mesh size) with pet ether and ethyl acetate (95:5) to give the desired pure product.

Molecular Weight:149.19
XLogP3:0.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:3
Exact Mass:149.084063974
Monoisotopic Mass:149.084063974
Topological Polar Surface Area:43.1
Heavy Atom Count:11
Complexity:128
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes