Borane → HCID 178419137, compound

Participants

Reaction Steps

A suspension of 3.1 g of finely ground 1-(4-bromopyrrol-2-ylmethylene)pyrrolidinium bromide (0.01 mole) in 30 ml of dry tetrahydrofuran (THF) is stirred at room temperature under N2 while 30 ml of 1M borane.- THF complex is added dropwise over 10 minutes with stirring, and the whole is stirred for a further 21/2 hours while being chilled in an ice bath. Then 10 ml of 1N NaOH is added dropwise and hydrogen is evolved. The reaction mixture is acidified and extracted with ether; the combined extracts are washed with brine and dried over potassium carbonate. Evaporation in vacuo gives as a light red viscous oil 4-bromo-2-(1-pyrrolidinemethyl)-pyrrole-borane complex. IR (neat): 3500, 3050, 2400, 2310 cm-1.

Provenance & Evidence