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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 458019Generated: October 26, 2026

Hydrochloric Acid → Methyl 1-(4-methoxybenzyl)-5-oxopyrrolidine-3-carboxylate

https://huagongshe.com/reaction/458019

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiethyl EtherHCID 3283—
ReactantDimethyl itaconateHCID 69240—
Reactant4-MethoxybenzylamineHCID 75452—
SolventMethanolHCID 887—
ProductMethyl 1-(4-methoxybenzyl)-5-oxopyrrolidine-3-carboxylateHCID 4093874—

Reaction Steps

To 4-metoxybenzylamine (42 g, 0.306 mol) in methanol (40 mL) at 0° C. was added the dimethyl itaconate (48 g, 0.306 mol) in methanol (13 mL). The solution was stirred at room temperature for 4 days. 1N HCl was added to the solution followed by ether. The two layers were separated and the aqueous phase extracted with ether. The combined organic phases were dried (MgSO4). Upon filtration of the drying agent the desired material 79 precipitated from solution that was collected and dried under vacuum. 23.26 g, 29%. MS, m/z (relative intensity): 264 [M+H, 100%]. Anal. Calcd for C14H17N1O4: C, 63.87; H, 6.51; N, 5.32. Found: C, 63.96; H, 6.55; N, 5.29.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07189747B2
Source datasetuspto-grants-2007_03
ORD IDord-d3d90baa136e4172aba3ef183fdb5188
Source noteuspto-grants-2007_03