Sodium hydride → HCID 23502986, compound

Participants

Reaction Steps

Combine p-methoxybenzylmercaptan (0.08 mL, 0.57 mmol) and sodium hydride (17 mg, 60% oil dispersion, 0.42 mmol) in degassed dimethylfornamide (3 mL). After 1 hour, tetra-n-butylammonium iodide (about 5 mg) and N-[hexahydro-1-[1-(phenylmethyl)-1-t-butoxycarbonylmethyl]-2-oxo-5-phenyl-1H-azepin-3-yl]-1,3-dihydro-a-bromo-1,3-dioxo-2H-isoindole-2-hexanamide (0.20 g, 0.27 mmol). After 20 hours, quench be the addition of a saturated aqueous ammonium chloride solution and dilute with water (about 5 mL). Extract with ethyl acetate (about 75 mL). Separate the layers and extract the organic layer with brine, dry over Na2SO4, filter, and evaporate in vacuo to give the title compound.

Provenance & Evidence