Ethyl 2-(2-bromothiophen-3-yl)acetate → HCID 85979007, compound

Participants

Reaction Steps

To a dried 250 ml three-neck round-bottom flask containing 50 ml of dry THF containing dichlorobis-(triphenylphosphine)palladium (1.20 g) was cannulated 8.5 grams (34 mmol) of ethyl 2-bromothiophene-3-acetate dissolved in 80 ml of dry THF. The mixture was refluxed for 24 hours. The solvent was removed under vacuum, and the residue was dissolved in CH2Cl2 (100 ml). The solution was washed with water (100 ml×3), and dried with MgSO4. The solvent was evaporated and the residue was purified by column chromatography using silica with toluene as eluent. A total of 5.9 grams of ethyl(2,2′-bithiophene)-3-acetate was obtained as a clear oil resulting in a 69% yield. 1H-NMR (CDCl3): 7.33 (dd, 1H), 7.23 (d, 1H), 7.19 (dd, 1H), 7.08 (dd, 1H), 7.05(d, 1H), 4.17 (q, 2H), 3.75 (s, 2H), 1.27 (t, 3H)

Provenance & Evidence