反应详情

To a vigorously stirred solution of sodium hydrogen cyanamide (2.92 g, 44.5 mmol) in methanol (40 mL) was added dropwise (S)-2-(4-tert-butylphenoxymethyl)-oxirane (9.18 g, 44.5 mmol). The reaction mixture was stirred at room temperature overnight after which the reaction mixture was concentrated to remove methanol. Anhydrous diethyl ether (150 mL) was added. The resulting white precipitate was filtered through celite and the filtrate was concentrated. The residue was purified by flash chromatography (silica, 7N NH3 in methanol/methylene chloride) to give 4.53 g (41%) of (S)-5-(4-tert-butyl-phenoxymethyl)-(4,5-dihydro-oxazol-2-yl)amine.

1. concentrationwas concentrated
2. customto remove methanol
3. additionAnhydrous diethyl ether (150 mL) was added
4. filtrationThe resulting white precipitate was filtered through celite
5. concentrationthe filtrate was concentrated
6. customThe residue was purified by flash chromatography (silica, 7N NH3 in methanol/methylene chloride)