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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 651349Generated: October 29, 2026

85385-06-4 → N-(2',6'-dimethylphenyl)-1-methoxymethylethylamine

https://huagongshe.com/reaction/651349

Reaction equation

Participants

RoleNameHCIDCharge
Reactant85385-06-4HCID 11063239—
ReactantHCID 178418361HCID 178418361—
CatalystTetrabutylammonium IodideHCID 67553—
SolventTetrahydrofuranHCID 8028—
SolventTetrahydrofurane dichloromethaneHCID 21919333—
ProductN-(2',6'-dimethylphenyl)-1-methoxymethylethylamineHCID 10899497—

Reaction Steps

The general procedure described in Example B1 is repeated, with the following modifications to the reaction conditions: A catalyst solution is prepared consisting of 5.3 mg of [Ir((1,5-cyclooctadien)Cl]2 (0.0079 mmol), 10.2 mg of A (0.017 mmol) and 11.9 mg of tetrabutylammonium iodide (0.032 mmol) in 5 ml of tetrahydrofuran/dichloromethane (1:1). A substrate solution consisting of 1.5 g of N-(2′,6′-dimethylphenyl)-1-methoxymethyl-ethylideneamine (7.8 mmol) in 5 ml of tetrahydrofuran is also used. Hydrogenation is carded out with hydrogen under a pressure of 40 bar. The reaction temperature is 30° C. After 91 hours the conversion is 90%, the ee is 59% CR).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE037344E1
Source datasetuspto-grants-2001_08
ORD IDord-bc45ed196c1d4f7d8e8cf0091dcda4d2
Source noteuspto-grants-2001_08