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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 851618Generated: October 30, 2026

1-Bromopropane → 2-Cyano-2-propylpentanoic acid

https://huagongshe.com/reaction/851618

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-BromopropaneHCID 7840—
ReactantPotassium HydroxideHCID 14797—
ReactantSodium HydroxideHCID 14798—
ReactantIodide IonHCID 30165—
Reactant2-PropylvaleronitrileHCID 83330—
ReactantSodiumHCID 5360545—
Product2-Cyano-2-propylpentanoic acidHCID 21896472—

Reaction Steps

Process for the preparation of di-n-propylacetonitrile of the formula: ##STR5## whereby, (a) sodium n-propylate in n-propanol medium is added to a reaction medium which is formed of a cyanacetate of general formula: ##STR6## in which R represents an alkyl radical having from 1 to 4 carbon atoms, and n-propyl bromide or iodide, the alkylation reaction taking place under reflux at atmospheric pressure, (b) the crude ester obtained is saponified at a temperature between 30° and 70° C. with a 10 to 20% by weight solution of sodium hydroxide or potassium hydroxide in the proportion of 1.25 to 2 mols of sodium or potassium hydroxide per mol of crude ester, the resulting salt is acidified with a strong acid at a temperature not exceeding 40° C., to give crude di-n-propyl cyanacetic acid, (c) which is decarboxylated solely by heating, in the absence of any supplementary agent, at a temperature between 140° C. and 190° C., so as to obtain the di-n-propylacetonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE031260
Source datasetuspto-grants-1983_05
ORD IDord-abb722d67dda4ea8be992b5e7d8732a5
Source noteuspto-grants-1983_05