تفاعل #340243

معادلة التفاعل

sodium hydrogencarbonate

sodium nitrite

4,4-difluoropiperidine hydrochloride

sodium hydroxide

→

4,4-difluoro-1-nitrosopiperidine

المردود 99.2%

المذيبات

acetic acid

water

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةcooling
2. 2
   workup.STIRRINGThe mixture was stirred at room temperature for 2 hours
3. 3
   workup.STIRRINGthe mixture was stirred
4. 4
   استخلاصextracted with chloroform
5. 5
   تجفيفThe extract was dried over magnesium sulfate
6. 6
   ترشيحfiltered
7. 7
   تركيزThe filtrate was concentrated in vacuo
8. 8
   أخرىthe resultant crude product was purified by column chromatography on silica gel (solvent: hexane/ethyl acetate=4/1)

الإجراء التجريبي

To a solution of 4,4-difluoropiperidine hydrochloride (2.0 g) in water (32 mL) was added an aqueous 2N sodium hydroxide solution (7.6 mL) and the mixture was stirred at room temperature for 1 hours. To the reaction mixture was added sodium nitrite (1.75 g) and thereto was added acetic acid (1.27 mL) under ice-cooling. The mixture was stirred at room temperature for 2 hours. To the reaction mixture was added an aqueous sodium hydrogencarbonate solution and the mixture was stirred and extracted with chloroform. The extract was dried over magnesium sulfate and filtered. The filtrate was concentrated in vacuo and the resultant crude product was purified by column chromatography on silica gel (solvent: hexane/ethyl acetate=4/1) to obtain 4,4-difluoro-1-nitrosopiperidine (1.89 g, yield: 99%) as a pale yellow solid.

المصدر