1-(2-fluorophenyl)-3-methylbutan-1-one

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:120.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of isobutyl-(2-fluoro-phenyl)-ketone 13 (0.928 gm, 5 mmole), piperidine (0.645 gm, 7.82 mole) and potassium carbonate (1.08 gm, 7.82 mmole) in 4 ml of DMF was heated for 4 hrs at 120° C. After completion of the reaction (monitored by TLC), the reaction mixture was cooled and water (30 ml) was added to the reaction mixture and then extracted with ethyl acetate (1×15 ml, 2×7 ml). The combined organic layers were washed with a saturated ammonium chloride solution (2×15 ml) and subsequently dried over sodium sulphate. The solvent was removed under reduced pressure to obtain isobutyl-(2-piperidino-phenyl)-ketone 10 in 95% yield (GC showed 90% Purity). 1HNMR CDCl3, (spectrum 13): 0.92(d, 6H), 1.60(m, 6H), 2.07(m, 1H), 2.95(m, 6H), 7.05(m, 2H). 7.35(m, 2H). IR (spectrum 14) (Neat): 2841, 1657(C═O), 1570, 1435, 1345, 738 After completion of the reaction (monitored by TLC) the reaction mixture was cooled extracted with ethyl acetate (1×15 ml, 2×7 ml) The combined organic layers were washed with a saturated ammonium chloride solution (2×15 ml) subsequently dried over sodium sulphate The solvent was removed under reduced pressure

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: In a round bottom flask (100 ml) was placed 3-methyl-1-(2-fluoro phenyl)butylalcohol 12 (1.85 gm, 0.0103 mole) and dichloromethae (35 ml). MnO2 (12.52 gm) was added to it. The reaction mixture was stirred for 20 hrs. After the completion of reaction (monitored by TLC or GC), the reaction mire was filtered through cilite, the filtrate was concentrated under reduced pressure to yield 1.57 gm (86%) of isobutyl-(2-fluoro-phenyl)-ketone 13 (GC purity 95%). 1HNMR CDCl3: (spectrum 12) 0.96(d, 6H), 2.30(m, 1H), 2.85(m, 2H), 7.15(m, 2H), 7.45(m, 1H), 7.85(m, 1H). In a round bottom flask (100 ml) was placed After the completion of reaction (monitored by TLC or GC) the reaction mire was filtered through cilite the filtrate was concentrated under reduced pressure