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ChemicalBook CAS DataBase List 1-Phenylhexan-3-one

1-Phenylhexan-3-one synthesis

14synthesis methods
-

Yield: 99.4%

Reaction Conditions:

Pd-C in ethyl acetate

Steps:

12.2 (2)
(2) 1-phenyl-3-hexanone To a solution of propyl styryl ketone (20.00 g, 0.115 mole) obtained above in ethyl acetate (70 ml) was added 5% Pd-C (0.8 g, BNA-Type, manufactured by N.E. CHEMCAT CORPORATION) and reduction reaction was conducted at room temperature for 2 hr under 1 atm hydrogen pressure. The catalyst was filtered off and the filtrate was washed with ethyl acetate. Ethyl acetate in the obtained filtrate was distilled away to give the title compound as a colorless oil (20.11 g, yield 99.4%). 1H-NMR (CDCl3) δ: 0.89 (t, 3H, J=7.6 Hz, CH3), 1.50-1.70 (m, 2H, CH2), 2.36 (t, 2H, J=7.4 Hz, CH2CO), 2.72 (t, 2H, J=8.0 Hz, CH2), 2.90 (t, 2H, J=8.0 Hz, CH2), 7.05-7.35 (m, 5H, aromatic).

References:

Sumika Fine Chemicals Co., Ltd. US2003/176507, 2003, A1

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