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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2061487Generated: October 26, 2026

Potassium Phosphate, Tribasic → 5-Cyclopropyl-1,3-difluoro-2-nitrobenzene

https://huagongshe.com/reaction/2061487

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantSodium BromideHCID 253881—
ReactantCyclopropylboronic acidHCID 2760897—
Reactant5-Bromo-1,3-difluoro-2-nitrobenzeneHCID 21335487—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product5-Cyclopropyl-1,3-difluoro-2-nitrobenzeneHCID 59683254141%

Reaction Conditions

Temperature160 °C

Reaction Steps

5-bromo-1,3-difluoro-2-nitrobenzene (D24, 560 mg, 2.35 mmol), cyclopropylboronic acid (1 eq., 2.35 mmol, 0.2 g), K3PO4 (3 eq., 7.1 mmol, 1.50 g), NaBr (1 eq., 2.35 mmol, 0.24 g) and Pd(PPh3)4 (280 mg) were added to 3 ml of dry toluene and the mixture was heated by microwave at 160° C. for 40 minutes. The mixture was then poured onto water (10 ml) and extracted with ethyl acetate (3×20 ml). The combined organics were dried over MgSO4, filtered and the solvent was evaporated to afford 660 mg of brown crude product which was purified by silica gel chromatography (5-20% diethyl ether-40-60° petroleum ether) to afford the title compound as a yellow oil, 300 mg, 64%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08283364B2
Source datasetuspto-grants-2012_10
ORD IDord-1a14486ac3724ccd9717568ac6cce3ec
Source noteuspto-grants-2012_10