Benzoic acid, 3-ethenyl-, methyl ester synthesis
- Product Name:Benzoic acid, 3-ethenyl-, methyl ester
- CAS Number:38383-50-5
- Molecular formula:C10H10O2
- Molecular Weight:162.19
Yield:38383-50-5 92%
Reaction Conditions:
with potassium carbonate in N,N-dimethyl-formamide at 20; for 2 h;
Steps:
13 Methyl 3-vinylbenzoate
Reference example 13 Methyl 3-vinylbenzoate To a solution of 3-vinylbenzoic acid (3.0g, 20mmol) in DMF (15ml) were added methyl iodide (3.7ml, 60mmol) and potassium carbonate (4.1g, 30mmol) and the solution was stirred at room temperature for 2 hours. After confirming disappearance of the starting material by TLC, to the solution was added water and the solution was extracted with ethyl acetate (30 ml*3). The organic layer was concentrated to give the titled compound a colorless liquid (3.0g, 18.6 mmol). Yield: 92% 1H NMR(CDCl3)δ 8.08(1H, s), 7.93(1H, d, J = 7.7 Hz), 7.59(1H, d, J = 7.7 Hz), 7.39(1H, dd, J = 7.7, 7.7 Hz), 6.75(1H, dd, J = 17.6, 10.9 Hz), 5.83(1H, d, J = 17.6 Hz), 5.32(1H, d, J = 10.9 Hz), 3.93(3H, s).
References:
Dainippon Sumitomo Pharma Co., Ltd.;AstraZeneca AB EP1728792, 2006, A1 Location in patent:Page/Page column 123
