Butylamine → N-(5,7-dichloro-2,3-dihydrobenzofuran-2-ylmethyl)-N-butylamine hydrochloride

33 g (0.118 mole) of 5,7-dichloro-2,3-dihydrobenzofuran-2-ylmethyl bromide and 200 ml of n-butylamine were stirred for 12 hours at 60° C. The mixture was evaporated down under reduced pressure, 100 ml of a 20% strength aqueous sodium hydroxide solution were added to the residue, and the mixture was then extracted by shaking with 300 ml of methylene chloride. The organic phase was washed with three times 70 ml of water, dried and evaporated down, the residue was dissolved in 300 ml of dry diethyl ether, the solution was gassed with dry hydrogen chloride at from 0° to +3° C., and the colorless crystalline precipitate was filtered off under suction, washed with dry diethyl ether and dried. 27 g of N-(5,7-dichloro-2,3-dihydrobenzofuran-2-ylmethyl)-N-butylamine hydrochloride of melting point 202°-205° C. were obtained.

1. customThe mixture was evaporated down under reduced pressure, 100 ml of a 20% strength aqueous sodium hydroxide solution
2. additionwere added to the residue
3. extractionthe mixture was then extracted
4. washThe organic phase was washed with three times 70 ml of water
5. customdried
6. customevaporated down
7. dissolutionthe residue was dissolved in 300 ml of dry diethyl ether
8. customwas gassed with dry hydrogen chloride at from 0° to +3° C.
9. filtrationthe colorless crystalline precipitate was filtered off under suction
10. washwashed with dry diethyl ether
11. customdried

ORD record

ord-2568e150868a46d8bc01d9dddfe00db2

Source dataset

uspto-grants-1986_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04628058