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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1636802Generated: October 31, 2026

Hydrochloric Acid → 1,3-Benzenediacetonitrile, 5-(hydroxymethyl)-alpha1,alpha1,alpha3,alpha3-tetramethyl-

https://huagongshe.com/reaction/1636802

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium borohydrideHCID 4148881—
ReactantMethyl 3,5-bis(1-cyano-1-methyl ethyl)benzoateHCID 19349383—
SolventTetrahydrofuranHCID 8028—
Product1,3-Benzenediacetonitrile, 5-(hydroxymethyl)-alpha1,alpha1,alpha3,alpha3-tetramethyl-HCID 19349398—

Reaction Steps

A mixture of methyl 3,5-bis(1-cyano-1-methyl ethyl)benzoate (5.6 g), lithium borohydride (0.44 g) and tetrahydrofuran (30 ml) was heated under reflux for 2 h. The mixture was cooled and stirred while 2N aqueous hydrochloric acid was added dropwise until the solution remained acidic, and then the mixture was extracted twice with ethyl acetate. The combined extracts were washed with 1N aqueous potasium bicarbonate solution and then dried and evaporated to dryness under reduced pressure to give 2,2'-(5-hydroxymethyl-1,3-phenylene)di(2-methylpropiononitrile), mp. 151°-153°, which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE036617
Source datasetuspto-grants-2000_03
ORD IDord-500ebb63f9c44b1b9075f9ca11c24cf4
Source noteuspto-grants-2000_03