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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1883693Generated: November 1, 2026

4-Aminobenzonitrile → 4-[N-(4-tert-butyldimethylsilyloxybenzyl)amino]benzonitrile

https://huagongshe.com/reaction/1883693

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-AminobenzonitrileHCID 13396—
Reactant4-(Tert-butyldimethylsilyloxy)benzyl chlorideHCID 11368885—
Product4-[N-(4-tert-butyldimethylsilyloxybenzyl)amino]benzonitrileHCID 2350839425.2%

Reaction Steps

The procedure of Preparation Example 7 was repeated, except that 2.058 g of 4-(tert-butyldimethylsilyloxy)benzyl chloride was used in place of 4-benzyloxybenzyl chloride, and 0.946 g of 4-aminobenzonitrile was used in place of 4-aminophenol. The resulting crude product was purified by silica gel column chromatography (using a 3:1 mixture of hexane and ethyl acetate as the eluent) to obtain 0.682 g of 4-[N-(4-tert-butyldimethylsilyloxybenzyl)amino]benzonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06762205B1
Source datasetuspto-grants-2004_07
ORD IDord-4a1b5682fada4cdfa98402cb4cfb26f9
Source noteuspto-grants-2004_07