Реакция #1929045

Уравнение реакции

Pyridine

bromoacetyl bromide

2-phenylpropan-2-ol

→

title compound

Выход 30.0%

2-phenylpropan-2-yl 2-bromoacetate

Выход 30.0%

Растворители

dichloromethane

Условия реакции

Обработка

1. 1
   ПромывкаThe reaction mixture was washed with water (3×100 mL), saturated aqueous sodium bicarbonate (3×100 mL), water (2×100 mL)
2. 2
   Сушкаdried (Na2SO4)
3. 3
   Концентрированиеconcentrated
4. 4
   ДругоеThe crude residue was purified by silica gel flash column chromatography (neutralized with TEA, heptanes)

Методика

Pyridine (3.84 mL, 47.7 mmol) followed by bromoacetyl bromide (4.16 mL, 47.7 mmol) was added to a solution of 2-phenylpropan-2-ol (5.00 g, 36.7 mmol) in dichloromethane (100 mL) at 0° C., warmed to r.t. and stirred overnight. The reaction mixture was washed with water (3×100 mL), saturated aqueous sodium bicarbonate (3×100 mL), water (2×100 mL), dried (Na2SO4) and concentrated. The crude residue was purified by silica gel flash column chromatography (neutralized with TEA, heptanes) to afford the title compound (2.8 g (non-optimized), 30%) as a colorless oil. 1H NMR (300 MHz, ((CD3)2CO) δ: 7.44 (d, J=7.2 Hz, 2H), 7.34 (t, J=7.2 Hz, 2H), 7.25 (t, J=7.2 Hz, 1H), 4.01 (s, 2H), 1.78 (s, 6H).

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