Research on new synthetic routes about Ethyl 4-bromo-2-fluorobenzoate

Electric Literature of 474709-71-2,Some common heterocyclic compound, 474709-71-2, name is Ethyl 4-bromo-2-fluorobenzoate, molecular formula is C9H8BrFO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Electric Literature of 474709-71-2,Some common heterocyclic compound, 474709-71-2, name is Ethyl 4-bromo-2-fluorobenzoate, molecular formula is C9H8BrFO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a solution LHMDS (38 mL, 1 M solution) in THF (40 mL) cooled to -78C, was added acetonitrile (2.1 mL, 40.5 mmol) drop-wise. The reaction was stirred at -78C for 60 min, and a solution of ethyl 4-bromo-2-fluorobenzoate (Example 286, 5 g, 20.2 mmol) in THF (10 mL) was added. The reaction mixture was left to warm to rt over 16 h. Then, NH4CI (50 mL, 10% aqueous solution) was added, and the organic solvent was removed under reduced pressure. The resulting aqueous suspension was filtered, and the filter cake was washed successively with water and ether, and then dried under mechanical vacuum at 40C to give the desired product (4.4 g). EI-MS m/z [M+Hf 241.2, GCMS RT 12.64 min.

The synthetic route of 474709-71-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2006/34491; (2006); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Simple exploration of 474709-71-2

The synthetic route of 474709-71-2 has been constantly updated, and we look forward to future research findings.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 474709-71-2, name is Ethyl 4-bromo-2-fluorobenzoate, A new synthetic method of this compound is introduced below., name: Ethyl 4-bromo-2-fluorobenzoate

EXAMPLE 73 4-Bromo-2-ethoxy-benzoic acid ethyl ester Sodium (1.815 g, 78.9 mmol, Aldrich) was cut into small pieces and added to ethanol (100 mL). After all the pieces were dissolved, the clear solution was added to a solution of ethyl 4-bromo-2-fluoro-benzoate (13 g, 52.6 mmol) in ethanol (20 mL) cooled to 0 C. The ice bath was then removed and the mixture was stirred at room temperature for 12 h. The reaction mixture was concentrated in vacuo, and the residue was taken in water and 20% ethyl acetate-hexane. The organic layer was washed with saturated solution of sodium bicarbonate, brine, and dried over anhydrous sodium sulfate. The solids were filtered off, and the filtrate was concentrated in vacuo. Purification of the crude residue by flash chromatography (120 g of silica gel, eluding with 10-15% ethyl acetate in hexane) gave 4-bromo-2-ethoxy-benzoic acid ethyl ester as white solids (11.020 g, 77%).

The synthetic route of 474709-71-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ding, Qingjie; Graves, Bradford James; Kong, Norman; Liu, Jin-Jun; Lovey, Allen John; Pizzolato, Giacomo; Roberts, John Lawson; So, Sung-Sau; Vu, Binh Thanh; Wovkulich, Peter Michael; US2007/129416; (2007); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics