1-(6-Methyl-3-pyridinyl)ethanone

Pale-Yellow Oil

1.0 g 5-ethynyl-2-methylpyridine (8.5 mmol) was loaded into a flask provided with magnetic anchor and was dissolved in 10 mL of a 1:4 toluene/sulfuric acid mixture (0.29 mmol). The resulting solution was heated to 50° C. overnight, then after quenching to room temperature, the solution was basified by the addition of NaHCOExample 3Example 1Example 1Preparation of 2-methyl-5-acetylpyridine; 50 g of methyl 6-methylnicotinate was dissolved in 200 ml of ethyl acetate; 60percent NaH 26.5 g, toluene 400 ml and DMF 34 ml were added to a three-necked bottle, 10percent methyl 6-methylnicotinate ethyl acetate solution 20 ml was added, heated to 80° C., stirred for 0.5 h. To the reaction bottle, the residual methyl 6-methylnicotinate ethyl acetate solution was added dropwise slowly within about 1.5 h. After addition, the reaction was conducted at 80° C. for 8 h. The reaction stopped, cooled to room temperature. 300 ml of water was added to the reaction bottle, skimmed, the water layer was extracted with ethyl acetate three times, 200 ml per time. All ethyl acetate layers were combined, distillated at a reduced pressure to evaporate ethyl acetate, then 10percent HThe reactor was charged with 5-ethyl-2-methylpyridine (200 cmThe oily material was redistilled under reduced pressure to yield a fraction of 13.1 g. of 3-(2-methyl-5-pyridinyl)-2-cyclohexen-1-one, b.p. 120-150 C. at 0.11 mm. About 39 g. of the starting 5-acetyl-2-methylpyridine was recovered.

Molecular Weight:135.16
XLogP3:0.9
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:135.068413911
Monoisotopic Mass:135.068413911
Topological Polar Surface Area:30
Heavy Atom Count:10
Complexity:133
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes