Preparation of N-alkenyl-2-aminomethyl-pyrrolidines

Details Preparation of N-alkenyl-2-aminomethyl-pyrrolidines Preparation of N-alkenyl-2-aminomethyl-pyrrolidines

1976-03-24

1982-06-15

Rollins, Alton D.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

564215, 564475, 564510, 548568, C07D20709

Patent

active

043350453

ABSTRACT:
An N-alkenyl-2-aminomethyl-pyrrolidine is prepared by firstly reacting tetrahydrofurfurylamine with gaseous hydrochloric acid and thionyl chloride to produce 2,5 dichloropentylamine hydrochloride. This is acetylized, possibly by acetyl chloride in dichloroethane in the presence of triethylamine, into N-acetyl-2,5-dichloropentylamine which is condensed with an alkenylamine into an N-alkenyl-2-acetylaminomethyl pyrrolidine from which the acetyl group is separated, for example by boiling with concentrated hydrochloric acid.

REFERENCES:
patent: 3597447 (1971-08-01), Kashihara et al.
Kirk-Othmer, Encyclopedia of Chemical Technology, (Second Edition, 1969), vol. 19, pp. 397-398.
Mcomie, Advances in Organic Chemistry, Methods and Results, vol. 3, (Interscience Pub., 1963), pp. 206-210.
Wagner et al., Synthetic Organic Chemistry, (New York, 1953), p. 566.

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