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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1585901Generated: October 31, 2026

Hydrochloric Acid → 2-Hydroxy-4-(hydroxymethyl)benzonitrile

https://huagongshe.com/reaction/1585901

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTetrahydrofuranHCID 8028—
ReactantLithium borohydrideHCID 4148881—
ReactantMethyl 4-cyano-2-hydroxybenzoateHCID 22616130—
Product2-Hydroxy-4-(hydroxymethyl)benzonitrileHCID 21696974—

Reaction Steps

Methyl 4-cyano-2-hydroxybenzoate (0.50 g, 2.82 mmol) was dissolved in dry THF (30 mL), treated with LiBH4 (2.0M solution in THF) (5.64 mL, 11.28 mmol), and heated at reflux for 18 hr. The reaction mixture was cooled to room temperature, poured into 1N HCl solution and extracted with EtOAc (2×). Organics combined and dried (MgSO4), filtered and concentrated to dryness to give the title compound which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05939439
Source datasetuspto-grants-1999_08
ORD IDord-9973e2b6f54446bb8ef6fc4a7f12d1a2
Source noteuspto-grants-1999_08