Reference of 10273-89-9, Adding some certain compound to certain chemical reactions, such as: 10273-89-9, name is 2-(o-tolyl)pyridine,molecular formula is C12H11N, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 10273-89-9.
EXAMPLE 1 Production of 2-[2-methyl-6-(2-methyl-propenyl)-phenyl]-pyridine A teflon (registered trade mark)-coated magnetic stirring rod was placed in a 4 mL pressure proof screw vial, dried with heating, then, N2 gas was allowed to flow through the reaction apparatus for several minutes to purge the whole reaction apparatus with nitrogen. The reaction vessel was left to cool to room temperature, then, under a nitrogen flow, into the reaction vessel was added Ru(cod)(cot) complex (0.1 mmol, 31.6 mg), trisfurylphosphine (0.1 mmol, 23.2 mg), 2-o-tolylpyridine (1 mmol, 169 mg), 2-methylpropenyl acetate (3 mmol, 342.4 mg) and toluene (1 mL), and the reaction vessel was sealed. The mixture was heated at 100 C. by an oil bath, and reacted for 24 hours. 50 hours after, the reaction solution was left to cool to room temperature, then, an internal standard was added, and the product was quantified by gas chromatography. Isolation of the product was carried out by silica gel column chromatography (i.d.=30 mm; length=170-250 mm; hexane:EtOAc:Et3N=8:1:0.1; 25 mL each). A subject substance 2-[2-methyl-6-(2-methyl-propenyl)-phenyl]-pyridine was obtained with a yield of 86%. IR (neat) 3058 m, 2969 m, 2856 m, 1654 w, 1587 s, 1563 m, 1459 s, 1421 m, 1376 m, 1280 w, 1182 w, 1147 w, 1091 w, 1064 w, 1025 w, 987 w, 892 m, 840 m, 775 m, 752 s, 649 m, 622 m, 472 s, 441 s, cm-1 1H NMR (CDCl3) d 1.658 (d, J=1.4 Hz, 3H, CH3), 1.719 (dt, J=1.4 Hz, 3H, CH3), 2.083 (s, 3H, CH3), 5.802 (s, 1H, CH), 7.11-7.28 (m, 5H, ArH), 7.700 (td, J=7.6 Hz, 1.9 Hz, 1H, ArH), 8.692 (dd, J=4.9 Hz, 1.9 Hz, 1H, ArH); 13C NMR (CDCl3) d 19.41, 20.21, 26.09, 121.42, 124.33, 125.18, 127.23, 127.37, 128.12, 134.93, 135.76, 135.91, 137.15, 139.81, 149.19, 159.64; MS m/z (% relative intensity) 223 (M+, 5), 209 (17), 208 (100), 90 (10), 51 (10) Elemental Analysis Anal. Calcd for C16H17N: C, 86.05; H, 7.67; N, 6.27%. Found: C, 85.93; H, 7.38; N, 6.38%
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Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; OSAKA UNIVERSITY; US2009/43096; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem