تفاعل #324914

معادلة التفاعل

sodium hydrogen cyanamide

2-(4-fluoro-phenoxymethyl)-oxirane

→

5-(4-fluorophenoxymethyl)-(4,5-dihydro-oxazol-2-yl)amine

المردود 37.0%

المذيبات

methanol

ظروف التفاعل

المعالجة

1. 1
   تركيزThe reaction mixture was concentrated
2. 2
   أخرىto remove methanol
3. 3
   workup.ADDITIONAnhydrous diethyl ether (50 mL) was added after which the resulting white precipitate
4. 4
   أخرىwas removed by filtration through celite
5. 5
   تركيزthe filtrate 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 (0.64 g, 10.0 mmol) in methanol (10 mL) was added dropwise 2-(4-fluoro-phenoxymethyl)-oxirane (1.68 g, 10 mmol) after which the reaction mixture was stirred at room temperature overnight. The reaction mixture was concentrated to remove methanol. Anhydrous diethyl ether (50 mL) was added after which the resulting white precipitate was removed by filtration through celite and the filtrate concentrated. The residue was purified by flash chromatography (silica, 7N NH3 in methanol/methylene chloride) to give 0.77 g (37%) of 5-(4-fluorophenoxymethyl)-(4,5-dihydro-oxazol-2-yl)amine.

المصدر