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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1270337Generated: October 30, 2026

Sodium borohydride → 3,5-Difluoro-4-(morpholin-4-yl)aniline

https://huagongshe.com/reaction/1270337

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
Reactant4-(2,6-Difluoro-4-nitrophenyl)morpholineHCID 22385630—
CatalystDichloronickel;hexahydrateHCID 11791229—
SolventMethanolHCID 887—
SolventEthyl AcetateHCID 8857—
Product3,5-Difluoro-4-(morpholin-4-yl)anilineHCID 2187816890.1%

Reaction Steps

Nickel chloride hexahydrate (2.32 g, 9.83 mmol) was added to a solution of 4-(2,6-difluoro-4-nitrophenyl)morpholine (1.2 g, 4.92 mmol), obtained in Preparation 1, in methanol (50 mL). NaBH4 (749 mg, 19.6 mmol) was added to the reaction mixture in portions and was allowed to stir at room temperature for 0.5 h. It was diluted with ethyl acetate (100 mL) and the organic portion was washed with water (60 mL×2) followed by brine (50 mL) and dried over sodium sulfate. Evaporation of the volatiles produced the title compound (0.95 g, 90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07202254B2
Source datasetuspto-grants-2007_04
ORD IDord-6b151698277d482392ea75253e477f48
Source noteuspto-grants-2007_04