반응 #41202

반응 방정식

Propargyl bromide

product

2-(4-Hydroxy-phenoxymethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

K2CO3

→

title compound

수율 88.5%

2-(4-Prop-2-ynyloxy-phenoxymethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

수율 88.5%

용매

DMF

DMF

반응 조건

후처리

1. 1
   workup.STIRRINGthe reaction mixture stirred at 50° C. for 6 h
2. 2
   workup.WAITat rt for 48 h
3. 3
   농축The reaction mixture was concentrated
4. 4
   세척washed with water
5. 5
   건조dried over anhydrous MgSO4
6. 6
   기타the solvent removed in vacuo
7. 7
   기타The product was purified by silica gel flash chromatography

실험 절차

To a solution of the product from step 2 (2.0 g, 6.82 mmol) in anhydrous DMF (50 mL) was added dry K2CO3 (4.6 g, 33 mmol) and allowed to stir for 15 min. Propargyl bromide (1.214 g, 10.20 mmol) in anhydrous DMF (10 mL) was added and the reaction mixture stirred at 50° C. for 6 h, then at rt for 48 h. The reaction mixture was concentrated, taken up in EtOAc, washed with water, dried over anhydrous MgSO4 and the solvent removed in vacuo. The product was purified by silica gel flash chromatography using EtOAc/hexane to obtain the title compound (2.0 g, 88%).

출처