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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 526316Generated: October 30, 2026

Methanol → Methyl 3-Amino-3-(4-hydroxyphenyl)propanoate

https://huagongshe.com/reaction/526316

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
Reactant3-Amino-3-(4-hydroxyphenyl)propanoic acidHCID 440311—
ProductMethyl 3-Amino-3-(4-hydroxyphenyl)propanoateHCID 5896171880%

Reaction Conditions

Temperature0 °C

Reaction Steps

5.298 g (29.24 mmol) commercial 3-amino-3-(4-hydroxyphenyl)propionic acid were suspended in 136 ml methanol, the mixture cooled to 0° C. and 3.20 ml (43.86 mmol) thionyl chloride were slowly added. The mixture was stirred at room temperature for 20 hours and concentrated. The residue was treated with saturated sodium hydrogen carbonate solution and extracted with dichloromethane and dichloromethane/2-propanol 8:2. The organic part was concentrated to give 5.09 g (80%) 3-amino-3-(4-hydroxyphenyl)propionic acid methyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09345793B2
Source datasetuspto-grants-2016_05
ORD IDord-7cd9ddb96d9a4d888d87eb6794335731
Source noteuspto-grants-2016_05