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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1855963Generated: October 25, 2026

Toluene → alpha-(4-Biphenylyl)-alpha,alpha-bis[2-(diisopropylamino)ethyl]acetonitrile

https://huagongshe.com/reaction/1855963

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant2-(Diisopropylamino)ethyl chlorideHCID 7312—
ReactantSodium amideHCID 24533—
Reactantalpha-(4-Biphenylyl)-alpha-[2-(diisopropylamino)ethyl]acetonitrileHCID 14569341—
SolventWaterHCID 962—
Productalpha-(4-Biphenylyl)-alpha,alpha-bis[2-(diisopropylamino)ethyl]acetonitrileHCID 23347203—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 16 parts of α-(4-biphenylyl)-α-[2-(diisopropylamino)ethyl]acetonitrile in 150 parts by volume of toluene is added 2.7 parts of sodium amide and the solution is heated over a period of 15 minutes at about 100° C. Then 13 parts of 2-chloro-N,N-diisopropylethylamine in 40 parts by volume of toluene is added slowly over a period of 20 minutes. This mixture is heated at 100°-105° C. for about 90 minutes and then cooled to room temperature when 150 parts by volume of water is added. The organic layer is separated, dried over calcium sulfate, filtered and the solvent evaporated to afford α-(4-biphenylyl)-α,α-bis[2-(diisopropylamino)ethyl]acetonitrile, as a low melting solid. This compound is identical with the compound of Example 2, Method A.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04217306
Source datasetuspto-grants-1980_08
ORD IDord-162dc3e4ad664e448fe0a75dfc4b50d9
Source noteuspto-grants-1980_08