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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1592330Generated: October 31, 2026

Sodium sulfate decahydrate → 3-(4-Fluorophenyl)-N-propylpropan-1-amine

https://huagongshe.com/reaction/1592330

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium sulfate decahydrateHCID 62649—
ReactantLithiumHCID 3028194—
ReactantN-cyclopropyl-3-(4-fluorophenyl)propanamideHCID 56923282—
SolventTetrahydrofuranHCID 8028—
Product3-(4-Fluorophenyl)-N-propylpropan-1-amineHCID 46906452—
ProductN-cyclopropyl-3-(4-fluorophenyl)propylamineHCID 62529028—

Reaction Steps

To a stirred solution of N-cyclopropyl-3-(4-fluorophenyl)propionamide (4.3 g, 20.8 mmoles) in 30 mL of dry tetrahydrofuran at 0° C. was added 1 equivalent of lithium aluminumhydride in tetrahydrofuran dropwise, and the mixture was refluxed for 2 hours. After cooling to room temperature was added sodium sulfate decahydrate slowly and the mixture was stirred for 0.5 hours. It was filtered through a plug of Celite® and evaporated to give an oily residue. It was purified by clolumn chromatography on silica gel with elution by 6:94 methanol-methylene chloride followed by 0.6:5.4:94 cNH4OH-methanol-methylene chloride to give 1.4 g of N-cyclopropyl-3-(4-fluorophenyl)propylamine and 1 g of N-propyl-3-(4-fluorophenyl)propylamine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07291744B2
Source datasetuspto-grants-2007_11
ORD IDord-04abd00da34747508bae973f0567f181
Source noteuspto-grants-2007_11