Tetrahydrofuran → HCID 67280024, compound

Participants

Reaction Steps

Diethyl azodicarboxylate (2.12 g) was added to a stirred solution of 2-bromo-4-cyanophenol (2.0 g), methyl-R-lactate (1.47 g) and triphenylphosphine (2.65 g) in THF (80 ml). After 20 h, the mixture was filtered through silica using isohexane/EtOAc as solvent and the filtrate evaporated to dryness. The residue was dissolved in DCM (50 ml), treated with TFA (10 ml) and stirred for 2 h. The solution was evaporated and the residue partitioned between EtOAc and aqueous sodium bicarbonate. The aqueous was acidified with 2M hydrochloric acid, extracted with EtOAc, dried (MgSO4) and evaporated to give the subtitle compound.

Provenance & Evidence