Category: 587-47-3

Electric Literature of 587-47-3,Some common heterocyclic compound, 587-47-3, name is Ethyl 2-(3-fluorophenyl)acetate, molecular formula is C10H11FO2, 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.

A solution of ethyl 2-(3-fluorophenyl)acetate (18) (10.1 g, 55.0 mmol) inCCl4 (250 mL), is added with NBS (9.70 g, 55.0 mmol) and the mixture refluxed for 2 h at 800C (LC-MS monitoring: complete conversion). The solvent is evaporated and the resulting crude is dissolved in DCM and purified by filtration on a silica bed to obtain 7.80 g of (19) as a colorless oil (54% yield).

The synthetic route of 587-47-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHIESI FARMACEUTICI S.P.A.; CALIGIURI, Antonio; RICCABONI, Mauro; AMARI, Gabriele; WO2010/72338; (2010); A1;,
Ester – Wikipedia,
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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. 587-47-3, name is Ethyl 2-(3-fluorophenyl)acetate, A new synthetic method of this compound is introduced below., Computed Properties of C10H11FO2

To a solution of ethyl 2-(3-fluorophenyl) acetate (2.0 g, 10.98 mmol) in THF (20 mL), was added potassium bis(trimethylsilyl) amide (1.0 M solution in THF; 12.1 mL, 12.1 mmol), dropwise. The reaction mixture was stirred at rt for 15 mi and then 2-bromo-1,1-diethoxyethane (2.38 g, 12.1 mmol) was added, dropwise. The mixture was heated at 45 C for 1 h, then was cooled to 0 C and was treated with saturated NH4C1 solution (10 mL) and water (50 mL). The mixture was extracted with MTBE (3 x 50 mL). The combined organic phase was washed with water and brine, dried over Na2SO4 and concentrated. This product was taken up in water (7.5 mL) and was treated with a mixtureof chloroform (25 mL) and TFA (25 mL) and was stirred at 0 C to 10 C for 2 h. The reaction mixture was poured into a mixture of 1M solution of K2C03 (125 mL) and dichloromethane (200 mL). Solid K2C03 was added until pH 7.5 was reached. The organic layer was separated, washed with water and brine, dried over Na2504 and concentrated. The crude product was purified by flash chromatography (10% – 15%EtOAc/hexanes gradient) to give Intermediate 1OA (0.95 g, 4.24 mmol, 39% yield).GCMS m/z = 224; NMR (300 MI-Tz, chloroform-d) oe ppm 9.78 (s, 1 H), 7.35 – 7.26 (m, 1H), 7.12 – 6.94 (m, 3 H), 4.23 -4.04 (m, 3 H), 3.40 (dd, J = 9.8, 18.6 Hz, 1 H), 2.83 (dd, J= 4.7, 18.3 Hz, 1 H), 1.23 (t, J = 7.1 Hz, 3H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; GLUNZ, Peter W.; SITKOFF, Doree F.; BODAS, Mandar Shrikrishna; YADAV, Navnath Dnyanoba; PATIL, Sharanabasappa; RAO, Prasanna Savanor Maddu; THIYAGARAJAN, Kamalraj; MAISHAL, Tarun Kumar; (498 pag.)WO2016/144936; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics