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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 554762Generated: October 25, 2026

1-Nitropropane → Tert-butyl 2-fluoro-5-(1-nitropropyl)benzoate

https://huagongshe.com/reaction/554762

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-NitropropaneHCID 7903—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant2-(Di-tert-butylphosphino)-2'-methyl-1,1'-biphenylHCID 2734937—
ReactantTert-butyl 5-bromo-2-fluorobenzoateHCID 63896644—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductTert-butyl 2-fluoro-5-(1-nitropropyl)benzoateHCID 86246594—

Reaction Steps

To tert-butyl 5-bromo-2-fluorobenzoate (1.26 g) in dimethoxyethane (22.9 ml) solution, tris(dibenzylideneacetone)dipalladium (0.10 g), 2-(di-tert-butylphosphino)-2′-methylbiphenyl (0.14 g), tripotassium phosphate (1.07 g), and 1-nitropropane (0.82 ml) were added, the mixture was stirred at room temperature for 1 minute, then the mixture was stirred under heating and reflux for 15 hours. The insoluble compound was filtered out, then the filtrate was concentrated. The residue was purified by silica gel column chromatography (hexane/ethyl acetate, ethyl acetate: 0 to 10%) to obtain the title compound (392 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08049006B2
Source datasetuspto-grants-2011_11
ORD IDord-fc3311173c4c46cab15641825b7beab9
Source noteuspto-grants-2011_11