3-BIPHENYL-4-YL-3-OXO-PROPIONIC ACID METHYL ESTER synthesis
- Product Name:3-BIPHENYL-4-YL-3-OXO-PROPIONIC ACID METHYL ESTER
- CAS Number:56216-10-5
- Molecular formula:C16H14O3
- Molecular Weight:254.28
92-91-1
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$10.00/5g
616-38-6
676 suppliers
$5.00/5G
56216-10-5
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$126.00/500mg
Yield:56216-10-5 12.1 g (94%)
Reaction Conditions:
with NaH in ethyl acetate;N,N-dimethyl-formamide;
Steps:
4.a Example 4
(a) Methyl-4-phenylbenzoylacetate. To a stirred suspension of 60% NaH in oil (4.5 g, 112 mmol) in 30 mL of DMF at RT (room temperature) was added dropwise 4-acetylbiphenyl (10g, 51mmol) dissolved in 50 mL of DMF. After 30 minutes, the mixture was cooled to 0°C and dimethylcarbonate (27 mL, 331 mmol) was added neat. The mixture was allowed to warm to RT over a 2-hour period and then poured into 1:1 water/saturated bicarbonate. The aqueous layer was extracted with Et2O, and after removal of the solvent under vacuum, the crude residue was flash chromatographed with 0-40% EtOAc/hexanes to give 12.1 g (94%) of the desired product as a crystalline solid: 1H NMR (CDCl3) δ: 3.78 and 3.83 (3H, s), 4.05 and 5.73 (2H, s), 7.38 - 7.51 (3H, m), 7.62 - 7.72 (4H, m), 7.83 (1H, d, J = 8.5Hz), 8.03 (2H, d, J = 8.6Hz), 12.53 (0.2H, s).
References:
EP1109560,2003,B1
92-92-2
353 suppliers
$5.00/5g
56216-10-5
27 suppliers
$126.00/500mg