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HRID 12924Erstellt: 23. Oktober 2026

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

https://huagongshe.com/de/reaction/12924

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPropargyl bromideHCID 7842—
EduktPotassium CarbonateHCID 11430—
Edukt(4-Hydroxy-phenoxymethyl)-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 59752861—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-(4-Prop-2-ynyloxy-phenoxymethyl)-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 8661965688,5%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07728032B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-c118b8ac54d14d2ab9d48661c465d8e7
Quellennotizuspto-grants-2010_06