Water → Ethyl 3-(5-methylthiazol-2-yl)benzoate

Participants

Reaction Conditions

Reaction Steps

A mixture of commercially available ethyl 3-iodobenzoate (485 mg; 1.75 mmol), 5-methyl-2-(tributylstannyl)thiazole (685 mg; 1.76 mmol), and PdCl2(PPh3)2 (123 mg; 0.17 mmol) in anh. THF (10 ml) was heated to 75° C., under nitrogen, for 18 h. In order to complete this reaction, the resulting reaction mixture was then heated to 85° C. for 8 h. After cooling to rt, water and AcOEt were added. The separated aq. layer was further extracted with AcOEt. The mixed organic layers were washed with brine, dried over anh. MgSO4, filtered, and concentrated to dryness under reduced pressure. Purification by FC (heptane/AcOEt=1/1) afforded ethyl 3-(5-methylthiazol-2-yl)benzoate as an orange oil. LC-MS (conditions A): tR=0.88 min.; [M+H]+: 247.98 g/mol.

Provenance & Evidence