Benzene → HCID 56828181, compound

Participants

Reaction Steps

30 g of L-lysine (20.5·10-2 mole) and 70 ml of distilled benzyl alcohol (67.6·10-2 mole) are introduced into an extractor of the Dean-Stark type; 88.5 g of paratoluene sulfonic acid monohydrate (46.5·10-2 mole) and 300 ml of benzene are added. The mixture is heated at reflux until all of the water formed in the reaction has been removed. The solution is transferred to a beaker to which 100 ml of methanol are added. The salt is precipitated by the addition of 500 ml of ethyl ether at room temperature. The precipitate is taken up by warming in 300 ml of methanol and reprecipitated by ethyl ether. 100 g of the N,N'-ditosylate of L-lysine benzyl ester are recovered; yield=84%, M.P.=163° C.

Provenance & Evidence