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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 592326Generated: October 31, 2026

Cesium carbonate → Methyl 3-((2-hydroxy-2-methylpropyl)amino)-4-nitrobenzoate

https://huagongshe.com/reaction/592326

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-Propanol, 1-amino-2-methyl-HCID 95102—
ReactantSodium BicarbonateHCID 516892—
ReactantMethyl 3-fluoro-4-nitrobenzoateHCID 592761—
SolventDimethyl SulfoxideHCID 679—
SolventEthyl AcetateHCID 8857—
ProductMethyl 3-((2-hydroxy-2-methylpropyl)amino)-4-nitrobenzoateHCID 66690227—

Reaction Steps

To a solution of methyl 3-fluoro-4-nitrobenzoate (2.0 g, 10.04 mmol) in DMSO (10.04 mL) was added cesium carbonate (9.82 g, 30.1 mmol) and 1-amino-2-methylpropan-2-ol (0.985 g, 11.05 mmol). The reaction mixture was stirred at ambient temperature for 30 min. Saturated sodium bicarbonate and EtOAc were added to the mixture. The aqueous layer was extracted EtOAc (3×). The combined organics were washed with brine, dried over magnesium sulfate, filtered and concentrated to give the title compound without further purification (3.18 g): LC-MS [M+1]=269.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238647B2
Source datasetuspto-grants-2016_01
ORD IDord-d9b5bc4cb38c4413901d1731512f56f2
Source noteuspto-grants-2016_01