Sodium Hydroxide → HCID 19791670, compound

A mixture of (1RS,2SR)-2-amino-5-methyl-1-phenylhexan-1-ol (1.04 g, 5 mmol) and 1-(2-chloroethyl)piperidine (0.74 g, 5 mmol) was melted at 70° C. in a nitrogen atmosphere. The mixture was then heated at 110° to 120° C. for 3 hours. After being cooled, the reaction mixture was dissolved in water. The solution was basified with 2N-NaOH and then extracted with ether. The ethereal extract was washed twice with water and once with brine, dried over anhydrous sodium sulfate and then evaporated under reduced pressure. The residue was dissolved in acetone (20 ml), followed by addition of concentrated hydrochloric acid (0.74 ml). Precipitated crystals were collected by filtration and washed with acetone. The crystals were recrystallized from ethanol (10 ml)-ether (2 ml) to obtain 0.34 g of the title compound as white crystals (yield: 17%).

1. temperatureThe mixture was then heated at 110° to 120° C. for 3 hours
2. temperatureAfter being cooled
3. extractionextracted with ether
4. extractionThe ethereal extract
5. washwas washed twice with water and once with brine
6. dry with materialdried over anhydrous sodium sulfate
7. customevaporated under reduced pressure
8. dissolutionThe residue was dissolved in acetone (20 ml)
9. additionfollowed by addition of concentrated hydrochloric acid (0.74 ml)
10. customPrecipitated crystals
11. filtrationwere collected by filtration
12. washwashed with acetone
13. customThe crystals were recrystallized from ethanol (10 ml)-ether (2 ml)

ORD record

ord-c85db47876a64a3e84d94fb90f4fdc17

Source dataset

uspto-grants-1993_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05250546