DL-beta-Phenylalanine → 1-Propanol, 3-amino-3-phenyl-

Temperature

0 °C

To a well stirred suspension of LiAlH4 (1.3 g, 35.0 mmol) in THF (75 mL) in a round bottom flask fitted with a condenser was added 3-amino-3-phenyl-propionic acid (2.5 g, 15.0 mmol) in small portions at 0° C. The resulting grey suspension was then heated to reflux for 2 h. The reaction mixture was cooled to 0° C. and then carefully quenched sequentially with 1.3 mL of water, 1.3 mL of 3N NaOH followed by 4.0 mL of water. The resulting suspension was filtered thro' a fritted glass funnel. To the residue was added 100 mL Et2O and the suspension was heated to reflux for 20 min. The suspension was filtered and was combined with the previous filtrate, dried over MgSO4, filtered and the solvent was removed in vacuo. 3-amino-3-phenyl-propan-1-ol was obtained as a white solid (2.30 g, 100%) which was used in the next step without further purification.

1. customfitted with a condenser
2. temperatureThe resulting grey suspension was then heated
3. temperatureto reflux for 2 h
4. customcarefully quenched sequentially with 1.3 mL of water, 1.3 mL of 3N NaOH
5. filtrationThe resulting suspension was filtered thro' a fritted glass funnel
6. additionTo the residue was added 100 mL Et2O
7. temperaturethe suspension was heated
8. temperatureto reflux for 20 min
9. filtrationThe suspension was filtered
10. dry with materialdried over MgSO4
11. filtrationfiltered
12. customthe solvent was removed in vacuo

ORD record

ord-7e253dc2f5be489782dcf07d9e1fabd1

Source dataset

uspto-grants-2000_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06159990