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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1109559Generated: November 2, 2026

Sodium Chloride → HCID 22401907, compound

https://huagongshe.com/reaction/1109559

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantDibenzylamineHCID 7656—
Reactant5-BromopentanenitrileHCID 79435—
ReactantDiisopropylethylamineHCID 81531—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 22401907HCID 22401907108.9%

Reaction Conditions

Temperature110 °C

Reaction Steps

A solution of 5-bromopentanonitrile (16.20 g) in dry dimethylformamide (100 ml) was added dropwise over 15 minutes to a stirred solution of dibenzylamine (19.73 g) and N,N-diisopropylethylamine (35 ml 26 g) in dry dimethylformamide (100 ml). The solution was heated (oil bath 110° C.) for 4 hours and was allowed to cool. The solution was poured onto a mixture of saturated aqueous sodium chloride (400 ml) and water (400 ml) and the mixture was extracted with ether (2×200 ml). The extracts were dried (Na2SO4) and concentrated in vacuo to give a mobile oil (30.32 g). The oil was chromatographed on silica with eluant diethyl ether to give the title compound (23.17 g) as an oil which was used without further purification in Example 14.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05321047
Source datasetuspto-grants-1994_06
ORD IDord-10ac445166d9474ea3574c7267a9f1c1
Source noteuspto-grants-1994_06