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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1853907Generated: October 31, 2026

Borane;tetrahydrofuran → 2-(2-Chlorophenyl)propan-1-amine

https://huagongshe.com/reaction/1853907

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBorane;tetrahydrofuranHCID 2723981—
Reactant2-(2-Chlorophenyl)propanenitrileHCID 12636572—
SolventTolueneHCID 1140—
Product2-(2-Chlorophenyl)propan-1-amineHCID 1329030197%

Reaction Steps

To a solution of 2-(2-chlorophenyl)propanenitrile (14 g, 84.8 mmol) in toluene at 0° C. was added BH3.THF (127, 255 mmol) and the reaction was warmed to room temperature and heated at reflux for 4 h. The reaction mixture was cooled; quenched with water, concentrated and the residue was purified by column chromatography (silica, ethyl acetate/hexanes gradient) to obtain the desired product (13.9 g, 97%) as a reddish oil: ESI MS m/z 170 [C9H12ClN+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962648B2
Source datasetuspto-grants-2015_02
ORD IDord-439f7682f6ea4dbca591036cc30e14c7
Source noteuspto-grants-2015_02