HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Propargyl bromide → 2-(4-Prop-2-ynyloxy-phenoxymethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Propargyl bromide | HCID 7842 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | (4-Hydroxy-phenoxymethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester | HCID 59752861 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 2-(4-Prop-2-ynyloxy-phenoxymethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester | HCID 86619656 | 88,5% |
Reaktionsschritte
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%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07728032B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-c118b8ac54d14d2ab9d48661c465d8e7 |
| Quellennotiz | uspto-grants-2010_06 |