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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200156Generated: October 31, 2026

Cesium carbonate → 3-Cyclopropylaniline

https://huagongshe.com/reaction/2200156

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant3-BromoanilineHCID 11562—
ReactantCyclopropylboronic acidHCID 2760897—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product3-CyclopropylanilineHCID 1203213938.8%

Reaction Steps

Stir the mixture of 3-bromoaniline (400 mg, 2.35 mmol), cyclopropylboronic acid (240 mg, 2.79 mmol), tetrakis(triphenylphosphine)palladium(0) (140 mg, 0.12 mmol), cesium carbonate (1.5 g, 4.60 mmol) in dioxane (5 mL) and water (0.3 mL) under nitrogen atmosphere for 17 hrs at 100° C. Cool the reaction to room temperature, filter and concentrate the filtrate under reduced pressure. Purify by flash chromatography (silica gel, EtOAc:PE=3:7) to afford the title compound (120 mg, 38.8%). MS: (M+1): 134.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359338B2
Source datasetuspto-grants-2016_06
ORD IDord-5c2c5f09888e4767813df027867b7133
Source noteuspto-grants-2016_06