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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1746494Generated: October 31, 2026

Methanol → methyl (2S)-2-amino-3-(1-methyl-1H-indol-3-yl)propanoate hydrochloride

https://huagongshe.com/reaction/1746494

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
Reactant1-methyl-L-tryptophanateHCID 86655452—
Productmethyl (2S)-2-amino-3-(1-methyl-1H-indol-3-yl)propanoate hydrochlorideHCID 6713042087%

Reaction Steps

Thionyl chloride (16.7 mL) was added dropwise to methanol (150 mL) at 0° C., and thereafter 1-methyl-L-tryptophanate (10.0 g) was added at room temperature. The mixture was allowed to stir for 20 hours, and thereafter heated and refluxed for 6 hours. To the residue obtained by distilling off the solvent under a reduced pressure was added diethylether, and crystals precipitated were filtered, to give the captioned compound (10.7 g, 87%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150510B2
Source datasetuspto-grants-2015_10
ORD IDord-7d756b5b76cd4f02bf3b35ec28d6ed9c
Source noteuspto-grants-2015_10