반응 #45451

반응 방정식

ammonium chloride

solution

tert-butyl (2S)-2-(2,2-dibromovinyl)pyrrolidine-1-carboxylate

sec-butyl lithium

→

desired product

tert-butyl (2S)-2-ethynylpyrrolidine-1-carboxylate

용매

ether

THF

반응 조건

후처리

1. 1
   온도to warm to room temperature
2. 2
   추출extracted
3. 3
   세척The combined organic layers were washed with brine
4. 4
   건조dried (MgSO4)
5. 5
   농축concentrated

실험 절차

A solution of Example 538A (6.11 g, 17.21 mmol) in THF (150 mL) at −78° C. was treated with sec-butyl lithium (24.6 mL, 34.41 mmol) dropwise via syringe and stirred for 30 minutes at −78° C. The solution was then treated with a saturated ammonium chloride solution (100 mL), allowed to warm to room temperature, diluted with ether and extracted. The combined organic layers were washed with brine, dried (MgSO4) and concentrated to provide the desired product in quantitative yield. MS (ESI(+)) m/e 196 (M+H)+.

출처