Water → (2-Phenylethyl)propylamine

Temperature

65 °C

25.3 g of phenethanol (available commercially from, e.g., Aldrich Chemical Co.) is added to 41 g of p-toluenesulfonyl chloride in 200 ml of pyridine at 0° C. and allowed to stand for 24 h. Water is added, and the mixture extracted with ethyl acetate. The ethyl acetate extract was washed with 5% HCl, water, and brine, dried over Na2SO4, and evaporated to a residue. The resulting tosyloxyethylbenzene is then stirred with 12.2 g of n-propylamine in 100 ml of DMF at 65° C. for one hour. The solution is diluted with water and acidified with HCl. The mixture is then washed with Et2O, basified with NH4OH, and extracted with ethyl acetate. Evaporation of the solvent (after drying over Na2SO4) produces N-propyl-N-phenethylamine (HNR1R2).

1. extractionthe mixture extracted with ethyl acetate
2. extractionThe ethyl acetate extract
3. washwas washed with 5% HCl, water, and brine
4. dry with materialdried over Na2SO4
5. customevaporated to a residue
6. additionThe solution is diluted with water
7. washThe mixture is then washed with Et2O
8. extractionextracted with ethyl acetate
9. customEvaporation of the solvent (after drying over Na2SO4)

ORD record

ord-37100da9787344f3aebe15e7b63fca3e

Source dataset

uspto-grants-1987_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04642378