Electric Literature of 16830-24-3 ,Some common heterocyclic compound, 16830-24-3, molecular formula is C8H9NO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
A. Preparation of 4-Hydroxymethyl-2-methylpyridine STR240 To a suspension of 95% lithium aluminum hydride (2.4 g, 0.06 mol) in 150 mL of anhydrous ether was added a solution of methyl 2-methylisonicotinate1 (14.0 g, 0.093 mol) in 50 mL of anhydrous ether, at -5 C. under N2. The resulting mixture was stirred at room temperature for 30 min and was then refluxed for 2 h. An additional 1.2 g (0.03 mole) of lithium aluminum hydride was added portionwise and refluxing was continued for 1 h. The reaction mixture was then cooled at 0 C. and treated successively with 3.75 mL H2 O, 3.75 mL 15% aqueous NaOH and finally 11.25 mL of H2 O. This suspension was then filtered and the filter cake was washed with ether and then ethyl acetate. The filtrate was evaporated to give a dark yellow oil which was taken up in acetonitrile and then filtered through a pad of silica gel (elution with acetonitrile and then acetone). This gave the product (7.7 g, 67%) as a yellow oil: 1 Hnmr (CDCl3) delta8.30, 7.10 (ABq, J=5 Hz, 2H), 7.17 (s, 1H), 5.42 (s, –OH), 4.70 (s, CH2), 2.50 (s, CH3).
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 16830-24-3, Methyl 2-methylisonicotinate, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; Bristol-Myers Company; US4644061; (1987); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem