Diisobutylaluminum hydride → HCID 71281829, compound

Participants

Reaction Conditions

Reaction Steps

To solution of ethyl 2-bromo-6-methyl-6H-thieno[2,3-b]pyrrole-5-carboxylate (5.47 g, 18.28 mmol) in DCM (55 mL) at −78° C. was added solution of DIBAL-H (1M hexanes, 42.00 mL, 42.00 mmol). Reaction mixture was stirred 30 min at −78° C. before it was quenched with Na—K-tartrate (aqueous saturated, 50 mL). Mixture was allowed to warm to room temperature and was stirred 1 h. Product was extracted with DCM (3×100 mL). Organic phase was washed with NaCl (aqueous saturated, 50 mL) and dried over Na2SO4. Solvent was concentrated to yield (2-bromo-6-methyl-6H-thieno[2,3-b]pyrrol-5-yl)methanol (4.55 g, 97%) as solid which was used in the next step without purification.

Provenance & Evidence