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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 404571Generated: October 26, 2026

Water → 4-Bromo-3-[(dimethylamino)methyl]aniline

https://huagongshe.com/reaction/404571

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
ReactantAluminium lithium hydrideHCID 21226445—
Reactant5-amino-2-bromo-N,N-dimethylbenzamideHCID 61944480—
SolventTetrahydrofuranHCID 8028—
Product4-Bromo-3-[(dimethylamino)methyl]anilineHCID 68109693—

Reaction Conditions

Temperature0 °C

Reaction Steps

At 0° C., LAH (1.5 g 40 mmol) was added slowly in several portions into a suspension of 5-amino-2-bromo-N,N-dimethylbenzamide (compound 26) (3.1 g, 12.7 mmol) in THF. The reaction mixture was stirred at 0° C. for 2 hours. Then at 0° C. water was added dropwise to the reaction solution slowly until there was no bubble forming in the reaction. After ethyl acetate was added, the reaction mixture was stirred for 30 minutes. The mixture was filtered, washed three times with ethyl acetate. The solvent was evaporated to give a crude product, which can be directly used for the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748610B2
Source datasetuspto-grants-2014_06
ORD IDord-7763394fb9314cf2ad69a20062477182
Source noteuspto-grants-2014_06