Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 592327Generated: October 31, 2026

Methyl 3-((2-hydroxy-2-methylpropyl)amino)-4-nitrobenzoate → Methyl 4-amino-3-[(2-hydroxy-2-methylpropyl)amino]benzoate

https://huagongshe.com/reaction/592327

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 3-((2-hydroxy-2-methylpropyl)amino)-4-nitrobenzoateHCID 66690227—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
ProductMethyl 4-amino-3-[(2-hydroxy-2-methylpropyl)amino]benzoateHCID 66693495108.4%

Reaction Steps

To a mixture of methyl 3-[(2-hydroxy-2-methylpropyl)amino]-4-nitrobenzoate (2.69 g, 10.03 mmol) and 10% palladium on carbon (2.13 g, 2.005 mmol, 10%) was added EtOAc (20.0 mL). Reaction was vacuumed and then filled with nitrogen (3×), ending with vacuuming and was then put under a hydrogen balloon. Reaction stirred at ambient temperature for 3 h. Mixture filtered through celite, washing with MeOH. Filtrate concentrated and used without further purification, giving the title compound (2.59 g): LC-MS [M+1]=239.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238647B2
Source datasetuspto-grants-2016_01
ORD IDord-7c17f2eb882b4bfaa0d88f252690c9df
Source noteuspto-grants-2016_01