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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1744730Generated: October 31, 2026

Pseudoephedrine → (4S,5S)-2-(5-bromo-2,3-dihydrobenzofuran-7-yl)-3,4-dimethyl-5-phenyl-1,3-oxazolidin

https://huagongshe.com/reaction/1744730

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPseudoephedrineHCID 7028—
Reactant5-Bromo-2,3-dihydrobenzo[b]furan-7-carbaldehydeHCID 2794804—
SolventBenzeneHCID 241—
Product(4S,5S)-2-(5-bromo-2,3-dihydrobenzofuran-7-yl)-3,4-dimethyl-5-phenyl-1,3-oxazolidinHCID 6744284779%

Reaction Steps

A sample of 20 (650 mg, 2.9 mmol) and (1S, 2S) pseudoephedrine (500 mg, 3.0 mmol) in 40 mL of benzene was refluxed overnight using a Dean-Stark trap. Solvent removal yielded yellow crystals which were recrystallized from a minimum of hot hexanes to give white crystals of 21 (841 mg, 79%),mp=83.5–85.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07018610B2
Source datasetuspto-grants-2006_03
ORD IDord-f64a6a434e3841cc9898a49546337f6a
Source noteuspto-grants-2006_03