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ChemicalBook CAS DataBase List 1-(3-Bromopyridin-4-yl)ethanone
111043-06-2

1-(3-Bromopyridin-4-yl)ethanone synthesis

7synthesis methods
-

Yield:111043-06-2 100%

Reaction Conditions:

Stage #1: methyl magnesium iodide;2-bromo-N-methyl-N-(methyloxy)-4-pyridinecarboxamide in tetrahydrofuran;diethyl ether at 0 - 5; for 2 h;
Stage #2: with water;ammonium chloride in tetrahydrofuran;diethyl ether;

Steps:

22

Example 22; SynY-thesis of 2-bromo-4-acetylpyridine; 3 [0121] 2-Bromo-4- (N-methyl-N-methoxycarboxamide) pyridine (2. 4 g, 0.10 moles) was dissolved in anhydrous tetrahydrofuran (30 ml) and cooled to 0-5'C. After ten minutes, methylmagnesium iodide (3.0 M in ethyl ether) (1.8 ml) was added dropwise. After two hours at 0-5 °C, the reaction was quenched with saturated ammonium chloride. Extracted with ethyl acetate (2 x70 ml), washed with brine, dried over magnesium sulfate, filtered and stripped to give 2. 0g (100 % yield) of 2-bromo-4-acetylpyridine. lH NM : R (CDC13) 2.6 (3H, s), 7.6 (1H, d), 7.8 (1H, s), 8.5 (1H, d).

References:

WO2005/84439,2005,A1 Location in patent:Page/Page column 38