反应详情

温度

0 °C

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of [2-(5-oxo-hexyl)-oxazol-4-yl]-carbamic acid tert-butyl ester (50 mg, 0.18 mL) in THF (1.0 mL) was added to a suspension of NaH (19 mg, 0.43 mmol) in THF (0.5 mL) at 0° C. The resulting suspension was stirred at 0° C. for 5 min and at rt for 30 min. It was cooled to 0° C. and treated dropwise with a solution of the above prepared 2-ethyl-5-phenyl-oxazole-4-carbonyl chloride in THF (1.0 mL). The resulting suspension was stirred for 30 min at 0° C. followed by 16 h at rt. Water was then added and the aq. layer was extracted several time with EA. The combined org. extracts were dried over Na2SO4, filtered, and the solvent was removed under reduced pressure. Purification of the residue by FC (6:4 hept-EA) gave the title compound as a yellow oil. TLC: rf (6:4 hept-EA)=0.25. LC-MS-conditions 02: tR=1.11 min, [M+H]+=482.83.

1. temperatureIt was cooled to 0° C.
2. additiontreated dropwise with a solution of the
3. stirringThe resulting suspension was stirred for 30 min at 0° C.
4. waitfollowed by 16 h at rt
5. extractionthe aq. layer was extracted several time with EA
6. dry with materialextracts were dried over Na2SO4
7. filtrationfiltered
8. customthe solvent was removed under reduced pressure
9. customPurification of the residue by FC (6:4 hept-EA)