تفاعل #41202

معادلة التفاعل

Propargyl bromide

product

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

K2CO3

→

title compound

المردود 88.5%

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

المردود 88.5%

المذيبات

DMF

DMF

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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%).

المصدر