반응 #41098

반응 방정식

Nitrosonium tetrafluoroborate

N-(tert-butoxycarbonyl)cyclopropylamine

pyridine

EtOAc

→

N-nitroso-N-(tert-butoxycarbonyl)amino-cyclopropane

수율 106.7%

용매

acetonitrile

반응 조건

후처리

1. 1
   workup.WAITat 0° C. for 2 hours
2. 2
   기타the organic phase was separated
3. 3
   세척washed quickly with 1N HCl
4. 4
   기타to remove pyridine
5. 5
   세척The organic phase was washed with 1N NaHCO3 and brine
6. 6
   건조dried (MgSO4)
7. 7
   여과filtered
8. 8
   기타evaporated under high vacuum with a water bath temperature below 40° C.

실험 절차

Nitrosonium tetrafluoroborate (9.32 g, 79.8 mmol) was added carefully in several portions to a cooled (−30° C.) solution of N-(tert-butoxycarbonyl)cyclopropylamine (9.57 g, 60.9 mmol) and anhydrous pyridine (11.7 mL) in dry acetonitrile (150 mL). The solution was stirred at −30° C. for 30 minutes, and then at 0° C. for 2 hours. Ice water and EtOAc were added and the organic phase was separated and washed quickly with 1N HCl to remove pyridine. The organic phase was washed with 1N NaHCO3 and brine, dried (MgSO4), filtered, and evaporated under high vacuum with a water bath temperature below 40° C. to give N-nitroso-N-(tert-butoxycarbonyl)amino-cyclopropane (12.1 g, quantitative) as an oil.

출처