3-(DIMETHYLAMINO)-1-PHENYL-2-PROPEN-1-ONE

In a 100 mL dry round bottom flask, acetophenone 1.08 g (9 mmol) of N, N-Dimethylformamide dimethyl acetal 3.9 mL (30 mmol) and 30 mL of xylene were added as a solvent. The mixture was refluxed at 140 ° C for 12 hours. After the TLC detection reaction was completed, the heating was stopped, the solvent was removed under reduced pressure, and the crude product was separated by flash column chromatography to give a pale yellow solid N, N-(dimethylamino)-1-phenyl enaminoketones 1.48 g (97percent yield).2-1 1: Preparation of 3-dimethylamino-1- Yield: 92percent. Appearance: yellow solid. phenylprop-2-en-1-one (Protocol SA and To a 100 mL round bottom flask, was added acetophenone (1.0 g, 0.0083 mol) followed by NN-dimethylformamide dimethyl acetal (1.48 g, 0.012 mol). The reaction mixture was stirred at 115 °C for 20 h. The reaction mixture was cooled to room temperature and ether was added to get the solid. The solid was collected by filtration to get the title compound [1.2 g, 83 percent]. A mixture of acetophenone 1 (5.0 g, 41.66 mmol) and DMF-DMA (17.71 mL, 49.9 mmol) in DMF (10 mL) was heated to 150 General procedure: A mixture of acetophenone 7a-7d (41.66 mmol) and DMF-DMA (49.9 mmol) in DMF (10 mL) was heated to 150 General procedure: To a mixture of acetone 14b (5.8 g, 100 mmol), inxylene (200 mL), was added dimethylformamide dimethylacetal (DMF-DMA, 11.9 g, 100 mmol)and the reaction refluxed for 15 h (monitored by TLC). The xylene was distilled off and the resultingsolid residue was purified by column chromatography using PE and EtOAc (6:1) as eluent to afford4-(dimethylamino)but-3-en-2-one 15b (4.3 g, 38percent) as a yellow oil.5 g of acetophenone, 15 g of N, N-dimethylformamide dimethylacetal, and 60 ml of xylene were refluxed overnight (21 hours), a little raw material was not reacted and the reaction was stopped.

Molecular Weight:175.23
XLogP3:2.1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:175.099714038
Monoisotopic Mass:175.099714038
Topological Polar Surface Area:20.3
Heavy Atom Count:13
Complexity:190
Defined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes