Potassium Carbonate → HCID 2778138, compound

Temperature

100 °C

To a solution of (R)-1-phenylethanamine (364 g, 3.00 mol) in water (43.7 ml) was added 3-chloropropan-1-ol (142 g, 1.50 mol) at room temperature. The mixture was stirred at 100° C. for 5 hours. The resulting mixture was cooled to 0° C. and basified with saturated aqueous potassium carbonate. The organic layer was extracted with dichloromethane, dried over sodium sulfate, and concentrated in vacuo. The crude product was distilled under reduced pressure to remove excess (R)-1-phenylethanamine. The residue was diluted with chloroform and activated carbon was added to the solution. The mixture was refluxed for one hour and filtered through a pad of Celite. The filtrate was concentrated in vacuo to afford (R)-3-(1-phenylethylamino)propan-1-ol as pale yellow oil (224 g, 83%).

1. temperatureThe resulting mixture was cooled to 0° C.
2. extractionThe organic layer was extracted with dichloromethane
3. dry with materialdried over sodium sulfate
4. concentrationconcentrated in vacuo
5. distillationThe crude product was distilled under reduced pressure
6. customto remove excess (R)-1-phenylethanamine
7. additionThe residue was diluted with chloroform and activated carbon
8. additionwas added to the solution
9. temperatureThe mixture was refluxed for one hour
10. filtrationfiltered through a pad of Celite
11. concentrationThe filtrate was concentrated in vacuo

ORD record

ord-79563f3735704205b6b6ce75cca6de5c

Source dataset

uspto-grants-2015_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09108957B2