Реакция #41202

Уравнение реакции

Propargyl bromide

product

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

K2CO3

→

title compound

Выход 88.5%

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

Выход 88.5%

Растворители

DMF

DMF

Условия реакции

Обработка

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

Методика

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%).

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