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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1585946Generated: November 1, 2026

Lithium borohydride → 4-Hydroxymethylbiphenyl-2-carbonitrile

https://huagongshe.com/reaction/1585946

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium borohydrideHCID 4148881—
ReactantMethyl 2-cyano-4-biphenylcarboxylateHCID 53846446—
SolventTetrahydrofuranHCID 8028—
Product4-Hydroxymethylbiphenyl-2-carbonitrileHCID 18779745—

Reaction Conditions

Temperature70 °C

Reaction Steps

6-Cyano-biphenyl-4-carboxylic acid methyl ester from step 2 (1.4 g, 5.9 mmol) was dissolved in THF (24 ml). LiBH4 in THF (2M, 5.9 ml, 11.8 mmol) was added. The reaction mixture was heated to 70° C. for 3 hours. The reaction mixture was quenched carefully with 3N HCl and then extracted with EtOAc (3×20 mL). The organic layers were combined, washed with brine, dried (MgSO4), filtered and concentrated to yield the desired product. FAB MS: 210 m/z (M+ +H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05939439
Source datasetuspto-grants-1999_08
ORD IDord-0e4efb9bf54e482b9fc04ade46c45265
Source noteuspto-grants-1999_08