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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 64448Generated: October 29, 2026

Methyl 3-formylbenzoate → methyl 3-[(E)-[(R)-tert-butylsulfinyl]iminomethyl]benzoate

https://huagongshe.com/reaction/64448

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 3-formylbenzoateHCID 639145—
Reactanttert-Butylsulfinamide, (R)-(+)-HCID 10964479—
CatalystCopper SulfateHCID 24462—
SolventDichloromethaneHCID 6344—
Productmethyl 3-[(E)-[(R)-tert-butylsulfinyl]iminomethyl]benzoateHCID 9007242614.3%

Reaction Steps

A suspension of 3.0 g of methyl 3-formylbenzoate, 2.25 g of (R)-2-methyl-2-propanesulfinamide, and 6.0 g of copper (II) sulfate in 50 ml of dichloromethane was stirred overnight. The reaction mixture was filtered over Celite and the solvent was then evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain 700 mg of methyl 3-[(E)-{[(R)-tert-butylsulfinyl]imino}methyl]benzoate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447090B2
Source datasetuspto-grants-2016_09
ORD IDord-1279496b53e34c868d6b3cccc4f50013
Source noteuspto-grants-2016_09