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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1500496Generated: November 4, 2026

Hydrochloric Acid → HCID 39231616, compound

https://huagongshe.com/reaction/1500496

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantBoraneHCID 6331—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 46314741HCID 46314741—
SolventTetrahydrofuranHCID 8028—
ProductHCID 39231616HCID 3923161662.5%

Reaction Steps

To a solution of 5-cyano-2-fluorobiphenyl (1.96 g) in tetrahydrofuran (35 mL), a solution of borane in tetrahydrofuran (1 M, 35 mL) was added dropwise at room temperature, and the mixture was stirred for 22 hours. Hydrochloric acid (1 M, 7 mL) was gradually added dropwise to the reaction solution, and the mixture was stirred for 2 hours. A 2 M aqueous sodium hydroxide solution was added thereto for separation into organic and aqueous layers. The aqueous layer was subjected to extraction with ethyl acetate. All the organic layers were combined, dried over anhydrous sodium sulfate, and then filtered, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by chromatography on a silica gel column (Biotage Ltd., elution solvent: hexane/ethyl acetate) to obtain the title compound (1.25 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206168B2
Source datasetuspto-grants-2015_12
ORD IDord-3ba5773ad8c443199cdc6da7595911db
Source noteuspto-grants-2015_12