Tetrahydrofuran → HCID 57642357, compound

Participants

Reaction Steps

To a stirred mixture of 0.300 g (0.00082 mole) 7-bromo-5-(2-chlorophenyl)-1,3-dihydro-8-hydroxy-2H-1,4-benzodiazepin-2-one (Ipp) prepared in Example 28, 60 mL of tetrahydrofuran, 0.070 mL of 2-methoxy ethanol, and 0.2586 g of triphenyl phosphine was added 0.194 mL (0.00099 mole) of diisopropyl azodicarboxylate. The mixture was stirred overnight; then, an additional 0.2586 g of triphenyl phosphine, 0.070 mL of 2-methoxy ethanol and 0.194 mL of diisopropyl azodicarboxylate was added. The mixture stirred for an additional hour and then concentrated under reduced pressure. The residue was chromatographed on silica gel eluting with dichloromethane-methanol (98:2) to yield 0.212 g of 7-bromo-5-(2-chlorophenyl)-1,3-dihydro-8-methoxyethoxy-2H-1,4-benzodiazepin-2-one (Inn). MH+/Z=423.

Provenance & Evidence