تفاعل #324912

معادلة التفاعل

sodium hydrogen cyanamide

(S)-2-(4-tert-butylphenoxymethyl)-oxirane

→

(S)-5-(4-tert-butyl-phenoxymethyl)-(4,5-dihydro-oxazol-2-yl)amine

المردود 41.0%

المذيبات

methanol

ظروف التفاعل

المعالجة

1. 1
   تركيزwas concentrated
2. 2
   أخرىto remove methanol
3. 3
   workup.ADDITIONAnhydrous diethyl ether (150 mL) was added
4. 4
   ترشيحThe resulting white precipitate was filtered through celite
5. 5
   تركيزthe filtrate was concentrated
6. 6
   أخرىThe residue was purified by flash chromatography (silica, 7N NH3 in methanol/methylene chloride)

الإجراء التجريبي

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.

المصدر