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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1038019Generated: October 31, 2026

Ammonium formate → Methyl 3-(methoxymethyl)pyrrolidine-3-carboxylate

https://huagongshe.com/reaction/1038019

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
ReactantMethyl 1-benzyl-3-(methoxymethyl)pyrrolidine-3-carboxylateHCID 59511352—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductMethyl 3-(methoxymethyl)pyrrolidine-3-carboxylateHCID 5951136257%

Reaction Steps

A mixture of 1-benzyl-3-methoxymethyl-pyrrolidine-3-carboxylic acid methyl ester (373 mg, 1.42 mmol), ammonium formate (358 mg, 5.68 mmol), 10% Pd/C (100 mg) and methanol (6 ml) was refluxed overnight. The mixture was filtered through Celite, washed with ethyl acetate. The combined filtrate was concentrated and the residue was taken into ethyl acetate, washed with small amount of water. Aqueous layer was isolated, extracted with dichloromethane three times. The dichloromethane extracts were combined with previous ethyl acetate extracts and dried over MgSO4. Evaporation of solvents provided the title compound as oil (140 mg, 57%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546404B2
Source datasetuspto-grants-2013_10
ORD IDord-41c704571dfc426ba168a8f00f2e436f
Source noteuspto-grants-2013_10