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23735-46-8

1-(Bicyclo[2.2.2]octan-2-yl)ethanone synthesis

3synthesis methods
40590-77-0 Synthesis
1-(Bicyclo[2.2.2]oct-5-en-2-yl)ethanone

40590-77-0
30 suppliers
$85.00/100mg

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Yield:23735-46-8 100%

Reaction Conditions:

with palladium 10% on activated carbon;hydrogen in ethyl acetate at 20; under 1034.32 Torr; for 5 h;

Steps:

2.53c 1-(bicyclo[2.2.2]octan-2-yl)ethanone

A solution of 1-(bicyclo[2.2.2]oct-5-en-2-yl)ethanone (Example 2.51c) (1 g, 6.67 mmol) in 50 mL of EtOAc was hydrogenated on 10% Pd/C (57 mg) in Parr shaker at 20 psi at room temperature for 5 h. Then reaction mixture was filtered trough Celite pad and the filtrate was concentrated in vacuum to obtain 90% clean ketone as a colorless oil (1 g, 100%). 1H NMR (400 MHz, CDCl3) δ 2.64 (m, 1H), 2.13 (s, 3H), 2.04 (m, 1H), 1.94 (m, 1H), 1.65 (m, 3H), 1.46-1.55 (m, 4H), 1.37-1.43 (m, 3H). MS N/A (MH+).

References:

US2015/376136,2015,A1 Location in patent:Paragraph 0583