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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 426046Generated: October 31, 2026

Aluminium lithium hydride → 1-(3-Chlorophenyl)-2-methyl-3-(methylamino)propan-1-ol

https://huagongshe.com/reaction/426046

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAluminium lithium hydrideHCID 21226445—
ReactantTert-butyl 3-(3-chlorophenyl)-2-methyl-3-oxopropyl(methyl)carbamateHCID 66704415—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product1-(3-Chlorophenyl)-2-methyl-3-(methylamino)propan-1-olHCID 6670440246.3%

Reaction Conditions

Temperature50 °C

Reaction Steps

A solution of tert-butyl 3-(3-chlorophenyl)-2-methyl-3-oxopropyl(methyl)carbamate (2.8 g, 9.4 mmol) in THF (20 mL) was added slowly to a suspension of LAH (537 mg, 14.1 mmol) in THF (10 mL). The mixture was then stirred at 50° C. for 4 h. The mixture was cooled to 0° C. and 4 g of ice was added into the reaction. The mixture was stirred for 30 min at room temperature, diluted with ethyl acetate, dried over Na2SO4, filtered and concentrated to give the crude product. The residue was purified by chromatography to obtain pure 1-(3-chlorophenyl)-2-methyl-3-(methylamino)propan-1-ol (930 mg, 32%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08106221B2
Source datasetuspto-grants-2012_01
ORD IDord-9f6db4e1eb5d4053baca56e27ff40079
Source noteuspto-grants-2012_01