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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2187551Generated: October 25, 2026

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

https://huagongshe.com/reaction/2187551

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantAluminium lithium hydrideHCID 21226445—
Reactant1-(3,4-Difluorophenyl)-2-hydroxy-propan-1-one-oximeHCID 74014538—
Product1-Amino-1-(3,4-difluorophenyl)propan-2-olHCID 10726232—

Reaction Steps

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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06410554B1
Source datasetuspto-grants-2002_06
ORD IDord-6416c1049aba41cc9279922985f4274e
Source noteuspto-grants-2002_06