Ethanol hydrochloride → ethyl (S)-3-(2-amino-1,2,3,4-tetrahydronaphthalen-7-yl)propionate

Ethyl (S)-3-[2-(tert-butoxycarbonylamino)-1,2,3,4-tetrahydronaphthalen-7-yl]propionate (1.47 g) was dissolved in ethanol (21 ml), and 3 M hydrogen chloride ethanol solution (4 ml) was added to the solution at room temperature with stirring. After reaction for 20 hours, the reaction mixture was concentrated in vacuo. A saturated aqueous sodium bicarbonate solution (50 ml) and dichloromethane (10 ml) were added to the residue, and the resulting mixture was stirred for an hour at room temperature. Water was added to the reaction mixture, and the resulting mixture was extracted with dichloromethane. The extract was washed with water and dried over anhydrous magnesium sulfate. Removal of the solvent in vacuo gave ethyl (S)-3-(2-amino-1,2,3,4-tetrahydronaphthalen-7-yl)propionate (1.05 g) as an oil.

1. customAfter reaction for 20 hours
2. concentrationthe reaction mixture was concentrated in vacuo
3. additionA saturated aqueous sodium bicarbonate solution (50 ml) and dichloromethane (10 ml) were added to the residue
4. stirringthe resulting mixture was stirred for an hour at room temperature
5. additionWater was added to the reaction mixture
6. extractionthe resulting mixture was extracted with dichloromethane
7. washThe extract was washed with water
8. dry with materialdried over anhydrous magnesium sulfate
9. customRemoval of the solvent in vacuo

ORD record

ord-2604fc55ba65488f8d320432692ab8c0

Source dataset

uspto-grants-2000_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06136852