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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2242546Generated: November 1, 2026

Methanol → 1-Naphthylglycine methyl ester hydrochloride

https://huagongshe.com/reaction/2242546

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
Reactant1-NaphthylglycineHCID 458703—
SolventDiethyl EtherHCID 3283—
Product1-Naphthylglycine methyl ester hydrochlorideHCID 6680786898%

Reaction Steps

33 mL of thionyl chloride was added dropwise to a mixture of 50.3 g of 1-naphthylglycine (racemic modification) and 200 mL of methanol (dehydrated) at an inner temperature of 35° C. over 1 hour and the mixture was stirred at the same temperature for 3 hours to effect reaction. The reaction mixture was concentrated and the concentrated residue obtained was mixed with 200 mL of diethyl ether. Then, the crystals produced were isolated by filtration and washed with 50 mL of diethyl ether. The crystals isolated by filtration were dried at an inner temperature of 50° C. under reduced pressure to obtain 61.9 g of ochre 1-naphthylglycine methyl ester hydrochloride (yield: 98%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07671213B2
Source datasetuspto-grants-2010_03
ORD IDord-8d75b1f296d749f884489c2d36d4f49b
Source noteuspto-grants-2010_03