1-(Phenylmethyl)-4-piperidinone oxime

compound 1a (1.89 g, 10 mmol) was dissolved in 50 mL of absolute ethanol, and potassium carbonate (2.76 g, 20 mmol) and hydroxylamine hydrochloride (1.04 g, 15 mmol) were added successively and stirred at room temperature for 6 hours. After the mixture was concentrated, water was added. Then the mixture was extracted with ethyl acetate, washed with saturated brine, dried over anhydrous sodium sulfate and concentrated to give white solids 1b (2.04 g, yield 100percent), MS: 205.0 [M+H]+.Step 1: Synthesis of l-benzylpiperidin-4-one oxime [141]To a clean and dried single necked round bottom flask was added hydroxyl amine hydrochloride (3.08 g, 0.04 mol), sodium bicarbonate (9.32 g, 0.1 1 mol), and ethanol (120 ml) at 0 °C. After 5 min compound [140] (7.0 g, 0.04 mol) was added dropwise at 0 °C. The reaction mixture was brought to RT in 2 h. TLC analysis showed complete consumption of starting material. The reaction was worked up by removing the ethanol by distillation followed by addition of water (50 ml), extracted into EtOAc (3 X 150 ml), combined the organic layer which were dried over sodium sulphate and concentrated to yield [141] as a white solid (5.5 g, 72 percent).ESIMS: 205 (MStep l To a clean and dried single necked round bottom flask was added hydroxyl amine hydrochloride (3.08 g, 0.04 mol), sodium bicarbonate (9.32 g, 0. 1 1 mol), and ethanol (120 ml) at 0 °C. After 5 min compound [109] (7.0 g, 0.04 mol) was added dropwise at 0 °C. The reaction mixture was brought to RT in 2 h. TLC analysis showed complete consumption of starting material.The reaction was worked up by removing the ethanol by distillation followed by addition of water (50 ml), extracted into EtOAc (3 X 150: ml), combined the organic layer which were dried over sodium sulphate and concentrated to yield [110] as a white solid (5.5 g, 72 percent). ESIMS: 205 (M28.35 g ( 1 equiv., 0.15 mol) of 1-benzylpiperidin-4-one was dissolved in 60 mL of EtOH and then cooled to 0 °C using an ice bath. A solution containing 20.85 g (2 equiv., 0.30 mol) of hydroxylamine hydrochloride dissolved in 75 mL of HStage A

Molecular Weight:204.27
XLogP3:1.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:204.126263138
Monoisotopic Mass:204.126263138
Topological Polar Surface Area:35.8
Heavy Atom Count:15
Complexity:212
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes