40649-36-3

645-56-7

1678-92-8

103-65-1

40649-36-3

General procedure for the synthesis of n-propylcyclohexane, n-propylbenzene, and 4-n-propylcyclohexanone from 4-propylphenol: 4-propylphenol (5.0 mmol, 681 mg), catalyst (2 wt% Pt loading, 98 mg), and water (40 mL) were added to a pre-dried high-pressure intermittent reactor (OM Lab-Tech MMJ-100, SUS316, 100 mL). After pressurization with H2 to 2 MPa at room temperature, the reactor was heated to the set reaction temperature while maintaining continuous stirring at 600 rpm. The reactor was maintained at the reaction temperature for 1 hour. Upon completion of the reaction, the reactor was cooled to room temperature and the reaction mixture was extracted with ethyl acetate, and the organic layer was analyzed by gas chromatography (GC) and gas chromatography-mass spectrometry (GC-MS) using 2-isopropylphenol as an internal standard.The GC analysis was performed using a Shimadzu GC-14B integrator (C-R8A) equipped with a capillary column (HR-1, 0.25 mm I.D. × 50 μm). GC-MS analysis was performed on a Shimadzu GC-2010/PARVUM2 equipped with the same capillary column. The catalyst was recovered by centrifugation, followed by washing with ethyl acetate and drying in an oven at 120 °C for 2 hours. The recovered catalyst can be reused for the next reaction. For time course studies, multiple batches of reactions were required at different time points. The reaction time "0" is defined as the point at which the temperature of the reaction mixture reaches the set reaction temperature.