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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 85314Generated: October 30, 2026

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

https://huagongshe.com/reaction/85314

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantPivaloyl chlorideHCID 62493—
ReactantHCID 2200539HCID 2200539—
SolventTolueneHCID 1140—
Product2,2-Dimethylpropionic acid 2-[(3-benzyloxyphenyl)methylamino]ethyl esterHCID 68009175—

Reaction Conditions

Temperature85 °C

Reaction Steps

Next, to toluene (50 ml) were added 2-[(3-benzyloxyphenyl)methylamino]ethanol (10.3 g, 39.9 mmol), pivaloyl chloride (9.6 g, 79.8 mmol), and pyridine (7.6 g, 95.8 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-benzyloxyphenyl)methylamino]ethyl ester as a colorless oily matter (yield: 8.9 g (65.1%)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846955B2
Source datasetuspto-grants-2014_09
ORD IDord-bda2e86674814a16a9803aff82f02b5b
Source noteuspto-grants-2014_09