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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1393698Generated: November 2, 2026

1-Phenethylamine → N-Methylbenzylamine

https://huagongshe.com/reaction/1393698

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-PhenethylamineHCID 7408—
ReactantModafinil acidHCID 3085267—
ReactantHCID 178514057HCID 178514057—
ProductN-MethylbenzylamineHCID 7669—
Product(-)-BenzhydrylsulfinylacetateHCID 19020205—

Reaction Steps

Lafon also disclosed the use of an intermediate, a racemic mixture of benzhydrylsulphinylacetic acid to prepare an isomer of modafinil in U.S. Pat. No. 4,927,855, referring to French patent 2,326,181B. The racemic mixture of the acid was reacted with the (−)-α-methylbenzylamine to provide the (−)-benzhydrylsulphinylacetate of (−)-methylbenzylamine which is acidified with concentrated hydrochloric acid to provide (−)benzyhydrylsulphinylacetic acid. The levo-acid thus produced was then reacted with methylsulfate in water and sodium bicarbonate to provide methyl(−)benzhydrylsulphinylacetate. The acetate was then amidated with ammonia gas to provide (−)benzhydrylsulphinylacetamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07345188B2
Source datasetuspto-grants-2008_03
ORD IDord-a9dcb013fa06465bb940febafd274a28
Source noteuspto-grants-2008_03