"4,N,N-Trimethylbicyclo[2.2.2]octan-1-amine Hydrochloride (19). A mixture of 13.2g (95 mmol) of 9, 95g (0.7 mol) of MeI, 26.2g (0.31 mol) of NaHCO3, and 150ml of MeOH was stirred and refluxed for 16hr. The solid salt, A, that precipitated was collected and the filtrate, B, was evaporated to dryness. The residue of B and the solid A were extracted with boiling CHCl3 and the CHCl3 extracts evaporated to give 30g of the quaternary salt. The salt was refluxed with 57g of ethanolamine for 15min and then poured into 200g of ice (H2O). The resultant solution was extracted with Et2O in a continuous extractor for about 16hr. The Et2O extract was dried (NaOH) and distilled to give 11.2g of amine. The amine was dissolved in Et2O and treated with HCL(g) and the precipitate recrystalized from i-PrOH-C6H6 to give 12.0g of 19 with the properties given in Table IV."
What the hell did I just transcribe...?
PB