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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1911561Generated: October 25, 2026

Ammonia → (RS)-2-Amino-2-(4-chloro-phenyl)-butyronitrile

https://huagongshe.com/reaction/1911561

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant4'-ChloropropiophenoneHCID 22697—
ReactantTrimethylsilyl cyanideHCID 82115—
CatalystTitanium isopropoxideHCID 11026—
SolventMethanolHCID 887—
Product(RS)-2-Amino-2-(4-chloro-phenyl)-butyronitrileHCID 16783758—

Reaction Steps

A solution of 4′-chloropropiophenone (5 g) in MeOH (20 ml) was treated under an argon atmosphere and at r.t. with 7M NH3 in MeOH (33.9 ml). Then, tetraisopropyl orthotitanate (10.54 ml) was added dropwise. The reaction mixture was stirred for 1 hr at r.t. Then, trimethylsilyl cyanide (3.72 ml) was added and stirring was continued at r.t. overnight. The reaction mixture was poured in ice and extracted with EtOAc. The organic layer was dried over MgSO4, filtered and concentrated. The crude (RS)-2-amino-2-(4-chloro-phenyl)-butyronitrile (4.95 g) was used in the next reaction step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08604061B2
Source datasetuspto-grants-2013_12
ORD IDord-1c663d5fdc7542d2b068d7e1eed39484
Source noteuspto-grants-2013_12