1-Pyrrolidineethanol → 2-[N-Pyrollidinyl]ethyl Tributylstannyl Ether

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Reaction Steps

2-[N-Pyrollidinyl]ethyl Tributylstannyl Ether is prepared from 65.0 gm (.109 mole) bis(tributyltin) oxide and 25.0 gm (.217 mole) N-(β-hydroxyethyl)pyrolidine in 200 ml benzene. This is stirred and heated to reflux in a system that contains a Dean-Starke tube. After refluxing 20 hours, a total of 2.0 ml of water (theory 1.96 ml) had collected in the Dean-Starke tube. The solvent is stripped off on a rotating evaporator to provide 94.0 gm of yellow liquid. This is fractionated at reduced pressure with collection at 150°-154° C. at 0.3 mm of water-white liquid (Percent yield - 63). Infrared spectral analysis shows this liquid to be the desired ether.

Provenance & Evidence