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ChemicalBook CAS DataBase List 5-BROMO-1-METHYL-2(1H)-PYRIDINONE

5-BROMO-1-METHYL-2(1H)-PYRIDINONE synthesis

8synthesis methods
-

Yield:81971-39-3 96.78%

Reaction Conditions:

Stage #1: 5-bromopyridin-2(1H)-onewith sodium hydride in tetrahydrofuran at 0; for 1 h;
Stage #2: methyl iodide in tetrahydrofuran; for 3 h;

Steps:

30.1

To a suspension of NaH (4.8 g, 0.2 mol) in THF (10 mL) was added a solution of 5-bromopyridin-2(1H)-one (8.6 g, 0.05 mol) in THF (120 mL) at 0° C. The resulting mixture was stirred for 1 h and CH3I (35.5 g, 0.25 mol) was added. The mixture was stirred for 3 h. The reaction was quenched with aqueous NH4Cl solution. The organic phase was concentrated to give the crude product, which was purified by column chromatography to give 5-bromo-1-methylpyridin-2(1H)-one (8.9 g, 96.78%). 1H NMR (CDCl3): δ=3.5 (S, 3H), 6.52 (m, 1H), 7.32 (m, 1H), 7.45 (m, 1H).

References:

US2010/331320,2010,A1 Location in patent:Page/Page column 56

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