反应详情

A heterogeneous solution of 4-bromomethyl-2,6-di-t-butylpyridine (Compound A, 1.743 g, 82% purity) in 20 ml of 12% NaOH in water and 10 ml of 1,4-dioxane was refluxed for 12 hours. The solution spontaneously separated into two layers as it cooled to room temperature. The upper layer was separated and ethyl acetate was added. This organic layer was then washed with brine, water and dried over MgSO4. The desired product was purified by column chromatography (ethyl acetate/hexane 1/9) to give a white solid. 1H NMR δ 7.09 (s, 2H), 4.67 (d, J=4.4 Hz, 2H), 2.3 (b, 1H), 1.36 (s, 18H).

1. customThe solution spontaneously separated into two layers as it
2. customThe upper layer was separated
3. additionethyl acetate was added
4. washThis organic layer was then washed with brine, water
5. dry with materialdried over MgSO4
6. customThe desired product was purified by column chromatography (ethyl acetate/hexane 1/9)
7. customto give a white solid