Hydrochloric Acid → HCID 23147059, compound

Participants

Reaction Steps

In the same manner as in the step 1 in Example 317, a crude product of 5-[3,5-bis(benzyloxy)-6-bromo-2-ethylphenylmethyl]-3-(2-tetrahydropyran-2-yloxyethyl)-3H-1,3,4-oxadiazol-2-one was obtained from 5-[3,5-bis(benzyloxy)-6-bromo-2-ethylphenylmethyl]-3H-1,3,4-oxadiazol-2-one (1.1 g, 2.1 mmol) obtained in the above, using potassium carbonate (740 mg, 5.4 mmol), 2-(2-bromoethoxy)tetrahydro-2H-pyran (0.49 mL, 3.2 mmol) and N,N-dimethylformamide (15 mL). Thus obtained, 5-[3,5-bis(benzyloxy)-6-bromo-2-ethylphenylmethyl]-3-(2-tetrahydropyran-2-yloxyethyl)-3H-1,3,4-oxadiazol-2-one was dissolved in methanol (30 mL), then treated with methanol solution (10 mL) of 10% hydrogen chloride, and the reaction solution was concentrated under reduced pressure. The resulting residue was purified through silica gel column chromatography (ethyl acetate/hexane=1/1) to obtain 5-[3,5-bis(benzyloxy)-6-bromo-2-ethylphenylmethyl]-3-(2-hydroxyethyl)-3H-1,3,4-oxadiazol-2-one (0.85 g, 75%).

Provenance & Evidence