Sulfuric Acid → HCID 86717831, compound

Participants

Reaction Steps

Under nitrogen atmosphere at −10° C., a solution of diisobutylaluminium hydride 1M in toluene (2.34 mL, 2.34 mmol) was added slowly to a solution of ethyl 1-bromothieno[3,2-f]quinoline-2-carboxylate (16d) in toluene (17 mL). Then the mixture was stirred at room temperature for 20 minutes more. The mixture was cooled in an ice bath and a solution of sulfuric acid 5% (5 mL) was added. The mixture was basified with saturated aqueous sodium hydrogencarbonate and extracted twice with ethyl acetate. The organic layer was washed with brine, dried with sodium sulfate and evaporated under reduced pressure to give the desired alcohol (16e) as a yellow powder (200 mg, 0.68 mmol, 87%).

Provenance & Evidence