反应详情

1-Acetyl-1-(3,4-dichlorophenyl)cyclobutane (7.0 g) prepared as described in Example 1 was slowly added to a mixture of pyrrolidine (25 ml) and 98% formic acid (15 ml) heated to 130°-135° C. for five hours. The mixture was stirred and heated at 160°-165° C. for sixteen hours. After cooling the mixture was poured into 5N hydrochloric acid (200 ml). The solution was washed with ether, basified with aqueous sodium hydroxide solution and extracted with ether. The ether extract was washed with water, dried and hydrogen chloride gas was passed into the extract which was then evaporated to dryness. The residue was triturated with dry ether to give a solid which was recrystallised from propan-2-ol to give N-1-[1-(3,4-dichlorophenyl)cyclobutyl]ethyl pyrrolidine hydrochloride (m.p. 233°-235° C.) (Formula I R1 =Me; R2 =H; R3 and R4 together with the nitrogen to which they are attached from a pyrrolidine ring; R5 =4-Cl and R6 =3-Cl).

1. temperatureheated to 130°-135° C. for five hours
2. temperatureheated at 160°-165° C. for sixteen hours
3. temperatureAfter cooling the mixture
4. washThe solution was washed with ether
5. extractionextracted with ether
6. extractionThe ether extract
7. washwas washed with water
8. customdried
9. extractionextract which
10. customwas then evaporated to dryness
11. customThe residue was triturated with dry ether
12. customto give a solid which
13. customwas recrystallised from propan-2-ol