반응 #44338

반응 방정식

propargyl bromide

tert-butyl-1-piperazine carboxylate

propargyl bromide

potassium carbonate

→

yellow oil

수율 46.0%

4-Prop-2-ynyl-piperazine-1-carboxylic acid tert-butyl ester

수율 46.0%

용매

dichloromethane

acetonitrile

반응 조건

후처리

1. 1
   기타The residue was evaporated to dryness
2. 2
   workup.ADDITIONDichloromethane, 50 mL, and water, 50 mL, were added
3. 3
   추출The reaction mixture was extracted with CH2Cl2, 4×40 mL
4. 4
   건조dried over magnesium sulfate
5. 5
   기타evaporate
6. 6
   기타to provide a brown oil
7. 7
   기타purify with a RT Scientific system

실험 절차

To a solution of 10.0 g (54.8 mmol) of tert-butyl-1-piperazine carboxylate in 60 mL acetonitrile was added 5.20 mL (60.4 mmol) propargyl bromide and 37.9 g (274 mmol) anhydrous potassium carbonate. Additional propargyl bromide, 1.5 mL, was added after stirring for 36 hours at room temperature. The residue was evaporated to dryness. Dichloromethane, 50 mL, and water, 50 mL, were added. The reaction mixture was extracted with CH2Cl2, 4×40 mL, dried over magnesium sulfate, and evaporate to provide a brown oil. The oil was dissolved in dichloromethane and purify with a RT Scientific system using hexane/ethyl acetate gradient to yield 5.5 g (46%) of yellow oil, which ultimately crystallized upon standing.

출처