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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2107764Generated: October 30, 2026

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

https://huagongshe.com/reaction/2107764

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 numberUS04935437
Source datasetuspto-grants-1990_06
ORD IDord-5503992b0efd4a88a6a7b80c78e8bad5
Source noteuspto-grants-1990_06