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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1038070Generated: October 25, 2026

Trifluoroacetic acid → 1-Benzyl-3-morpholin-4-ylmethyl-pyrrolidine-3-carboxylic acid methyl ester

https://huagongshe.com/reaction/1038070

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantBenzyl(methoxymethyl)((trimethylsilyl)methyl)amineHCID 353442—
Reactant2-Morpholin-4-ylmethyl-acrylic acid methyl esterHCID 58946483—
SolventDichloromethaneHCID 6344—
Product1-Benzyl-3-morpholin-4-ylmethyl-pyrrolidine-3-carboxylic acid methyl esterHCID 5768633745.5%

Reaction Steps

To a stirred cold solution (0° C.) of 2-morpholin-4-ylmethyl-acrylic acid methyl ester (110 mg, 0.594 mmols) and N-(methoxylmethyl)-N-(trimethylsilylmethyl)-benzylamine (182 μl, 0.71 mmols) in dichloromethane (2 ml) was added slowly trifluoroacetic acid (9 μl, 0.12 mmols). The resulting solution was allowed to stir at rt overnight and directly purified by column chromatography eluting with ethyl acetate to provide title compound as clear oil (86 mg, 45%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546404B2
Source datasetuspto-grants-2013_10
ORD IDord-3488847daa934b75b1c4beb99bf66a89
Source noteuspto-grants-2013_10