tert-butyl 2-bromo-2-phenylacetate synthesis
- Product Name:tert-butyl 2-bromo-2-phenylacetate
- CAS Number:35132-16-2
- Molecular formula:C12H15BrO2
- Molecular Weight:271.15
Yield:35132-16-2 88%
Reaction Conditions:
with sulfuric acid;magnesium sulfate in dichloromethane at 20; for 168 h;
Steps:
6.6a Preparation of t-butyl a-bromophenylacetate
Concentrated sulphuric acid (0.55 mL; 10 mmol) was added to a stirred suspension of anhydrous MgS04 (4.8 g; 40 mmol) in dry dichloromethane (40 mL) at ambient temperature. After 15 min stirring, a-bromophenylacetic acid (2.15 g; 10.0 mmol) was added, followed by t-butyl alcohol (4.8 mL; 50 mmol). The reaction flask was closed with a stopper and the mixture was stirred 7 days at ambient temperature. Saturated NaHC03 solution (75 mL) and water (75 mL) was added to the reaction mixture. After separating, the aqueous layer was extracted with dichloromethane (2 x 15 mL). The combined organic layers were washed with water and dried (MgS04). After filtration and evaporation 2.39 g (88%) product was obtained (colourless oil). 1H NMR: (200 MHz; CDCI3): δ 1.46 (9H, s), 5.25 (1 H, s), 7.30-7.38 (3H, m), 7.48- 7.56 (2H, m). 3C NMR: (50 MHz; CDCI3): δ 27.7, 48.3, 83.0, 128.5, 128.6, 128.9, 136.2, 167.0.
References:
WO2014/20164,2014,A1 Location in patent:Page/Page column 42
