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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1421751Generated: November 2, 2026

Lithium borohydride → 2-Hydroxy-4-(hydroxymethyl)benzonitrile

https://huagongshe.com/reaction/1421751

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium borohydrideHCID 4148881—
ReactantMethyl 4-cyano-3-hydroxybenzoateHCID 16641129—
SolventTetrahydrofuranHCID 8028—
Product2-Hydroxy-4-(hydroxymethyl)benzonitrileHCID 21696974—

Reaction Conditions

Temperature70 °C

Reaction Steps

4-cyano-3-hydroxybenzoic acid methyl ester, Example 34, Step 3 (2.5 g, 14 mmol) was dissolved in THF (70 ml). LiBH4 in THF (2 M, 14 ml, 28 mmol) was added. The reaction mixture was heated to 70° C. for 60 hrs. The reaction mixture was quenched carefully with 3N HCl. The solvent was removed in vacuo and the crude material was purified by flash chromatography [10% MeOH(5% NH4OH)/CH2Cl2 ] to yield the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06077853
Source datasetuspto-grants-2000_06
ORD IDord-5df9c3a0480542939d8bfcb2360619e8
Source noteuspto-grants-2000_06