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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1665679Generated: October 30, 2026

Formamide, N-(1,1'-biphenyl)-4-yl- → 4-Biphenylamine, N-methyl-

https://huagongshe.com/reaction/1665679

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormamide, N-(1,1'-biphenyl)-4-yl-HCID 95684—
ReactantAluminium lithium hydrideHCID 21226445—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product4-Biphenylamine, N-methyl-HCID 12318892.8%

Reaction Steps

LAH (96 mg, 2.5 mmol) was added portionwise to a cold (at 0° C.) solution of N-biphenyl-4-yl-formamide (100 mg, 0.5 mmol) in THF (2 mL) and the stirring was continued at the same temperature for 30 minutes. After completion of the reaction, the reaction mixture was quenched with 3% aq NaOH solution, the precipitate obtained was filtered, the filtrate was collected was concentrated under reduced pressure to get a residue. The residue was diluted with ethyl acetate, the organic layer was washed with brine solution and dried over sodium sulfate. The organic layer was concentrated under reduced pressure to afford 85 mg (91.39% Yield) of biphenyl-4-yl-methyl-amine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08039463B2
Source datasetuspto-grants-2011_10
ORD IDord-d1e4b563dbf24f99805fdff2f11b46cf
Source noteuspto-grants-2011_10