تفاعل #1929045

معادلة التفاعل

Pyridine

bromoacetyl bromide

2-phenylpropan-2-ol

→

title compound

المردود 30.0%

2-phenylpropan-2-yl 2-bromoacetate

المردود 30.0%

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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).

المصدر