Diethyl Ether → 1-Amino-1-(3,4-difluorophenyl)propan-2-ol

To a well stirred solution of 1-(3,4-difluorophenyl)-2-hydroxy-propan-1-one-oxime (5.8 g, 28.4 mmol), was added a 1.0 M solution of LiAlH4 in ether (90 mL, 90 mmol) dropwise at 0° C. The resulting yellow solution was then stirred at room temperature for 2 h. The reaction mixture was cooled to 0° C. and then carefully quenched sequentially with 3.5 mL of water, 3.5 mL of 3N NaOH followed by 10.5 mL of water. The resulting suspension was filtered thru 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. 1-Amino-1-(3,4-difluorophenyl)-propan-2-ol was obtained as a yellow glassy syrup (3.6 g, 66%) which was used in the next step without further purification.

1. temperatureThe reaction mixture was cooled to 0° C.
2. customcarefully quenched sequentially with 3.5 mL of water, 3.5 mL of 3N NaOH
3. filtrationThe resulting suspension was filtered
4. additionTo the residue was added 100 mL Et2O
5. temperaturethe suspension was heated
6. temperatureto reflux for 20 min
7. filtrationThe suspension was filtered
8. dry with materialdried over MgSO4
9. filtrationfiltered
10. customthe solvent was removed in vacuo

ORDレコード

ord-6416c1049aba41cc9279922985f4274e

出典データセット

uspto-grants-2002_06

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06410554B1