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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 85308Generated: October 29, 2026

Pyridine → 2,2-Dimethylpropionic acid 2-[(3-methoxyphenyl)methylamino]ethyl ester

https://huagongshe.com/reaction/85308

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantPivaloyl chlorideHCID 62493—
Reactant2-[(3-Methoxyphenyl)methylamino]ethanolHCID 4717257—
SolventTolueneHCID 1140—
Product2,2-Dimethylpropionic acid 2-[(3-methoxyphenyl)methylamino]ethyl esterHCID 68009189—

Reaction Conditions

Temperature85 °C

Reaction Steps

Next, in toluene (100 ml) were added 2-[(3-methoxyphenyl)methylamino]ethanol (8.1 g), pivaloyl chloride (10.8 g, 89.4 mmol), and pyridine (8.5 g, 107 mmol). The mixture was stirred at room temperature for 1 hour and further at 85° C. for 2 hours. After pyridine hydrochloride was removed by filtration, the filtrate was concentrated. The product was purified by silica gel chromatography to give 2,2-dimethylpropionic acid 2-[(3-methoxyphenyl)methylamino]ethyl ester as a colorless oily matter (yield: 10.4 g (78.4%)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846955B2
Source datasetuspto-grants-2014_09
ORD IDord-17b473f00de84cd2994e2ce66ff4f174
Source noteuspto-grants-2014_09