1-(Prop-2-yn-1-yl)-1H-pyrrole synthesis
- Product Name:1-(Prop-2-yn-1-yl)-1H-pyrrole
- CAS Number:19016-98-9
- Molecular formula:C7H7N
- Molecular Weight:105.14
Yield:-
Reaction Conditions:
with tetrabutylammomium bromide;sodium hydroxide in water;toluene at 20;
Steps:
Preparation of substrates 1b-d, 1g
General procedure: Tetrabutylammonium bromide (5 mol%) and 50% aqueous NaOH (1.6 M) were added to a toluene solution(0.38 M), containing the indole (1 equiv.) and propargyl bromide (1.5 equiv, 80% solution in toluene). Theresulting two-phase mixture was vigorously stirred at room temperature for 1.5 hours. Then, further toluene wasadded and the organic layer was collected, washed with water, dried over MgSO4, filtered and the solvent wasremoved under reduced pressure. The crude product was subjected to column chromatography using Petroleumether / DCM (80:20) as eluent, to furnish the corresponding propargylated heterocycle.
References:
Grandclaudon, Charlotte;Michelet, Veronique;Toullec, Patrick Y. [Synlett,2018,vol. 29,# 3,art. no. ST-2017-D0577-L,p. 310 - 313] Location in patent:supporting information
