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7-Chloro-2H-chromen-2-one synthesis

12synthesis methods
-

Yield:19063-54-8 69%

Reaction Conditions:

with trifluoroacetic acid in chlorobenzene at 100; for 1 h;Inert atmosphere;

Steps:

General Procedure forthe Synthesis of Coumarin Derivatives.

General procedure: A mixture of Phenol derivatives (1) (1.0 mmol), trifluoromethanesulfonic acid (1.0 mmol) and propiolic acid (2a) (0.5 mmol) in PhCl (3.0 mL) was stirred at 100 °C for 1 h. After completion of reaction as indicated by TLC, the reaction mixture was poured into H2O, neutralized with NaHCO3 solution and extracted CH2Cl2. The organic layer was washed with 2M NaOH, dried over anhydrous MgSO4. The solvent was removed in vaccum, and the products were purified by silica gel columnchromatography (EtOAc-Hex) to give the desired product 3.

References:

Choi, Hyuck;Kim, Jaehyun;Lee, Kooyeon [Tetrahedron Letters,2016,vol. 57,# 32,p. 3600 - 3603] Location in patent:supporting information