Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 217639Generated: October 28, 2026

Triethylamine → 4-(2-Dimethylaminoethylaminomethyl)benzoic acid benzyl ester

https://huagongshe.com/reaction/217639

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantN,N-DimethylethylenediamineHCID 66053—
ReactantSodium BicarbonateHCID 516892—
Reactant4-Methanesulfonyloxymethylbenzoic acid benzyl esterHCID 58001213—
SolventDimethylformamideHCID 6228—
Product4-(2-Dimethylaminoethylaminomethyl)benzoic acid benzyl esterHCID 5889000853.3%

Reaction Steps

N,N-Dimethylethylenediamine (0.90 mL, 8.2 mmol) was added to a solution of 4-methanesulfonyloxymethylbenzoic acid benzyl ester (Reference Compound No. 8-1, 2.3 g, 7.2 mmol) and triethylamine (3.0 mL, 22 mmol) in DMF (10 mL), and then the reaction mixture was stirred at room temperature for 2 hours. Saturated aqueous sodium hydrogen carbonate solution (0.15 L) was added to the reaction solution, and the whole was extracted with chloroform (0.10 L) three times. The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure to give 1.2 g of mixture including the title reference compound as yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08198271B2
Source datasetuspto-grants-2012_06
ORD IDord-26ca5ad5a2cf4807a0955f26029bcab6
Source noteuspto-grants-2012_06