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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 870606Generated: November 3, 2026

Methanol → Methyl 3-(1H-Imidazol-5-Yl)Propanoate

https://huagongshe.com/reaction/870606

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
Reactant1H-Imidazole-5-propanoic acidHCID 70630—
ProductMethyl 3-(1H-Imidazol-5-Yl)PropanoateHCID 565491100%

Reaction Steps

Add thionyl chloride (0.75 mL) to a −78° C. solution of 3-(1H-imidazol-5-yl)propanoic acid (2.0 g; 1.0 equiv; 14.27 mmoles) in methanol (18 mL). Allow the reaction mixture to warm to ambient temperature and stir for 30 minutes. Add saturated sodium bicarbonate (10 mL) to the reaction mixture and concentrate. Suspended the resulting residue in methanol (10 mL) and filter, then concentrate to afford methyl 3-(1H-imidazol-5-yl)propanoate (2.2 g; 100%) as a white solid: MS (m/z): 155(M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969555B2
Source datasetuspto-grants-2015_03
ORD IDord-ccf8d6c040c248cea7fba67c38a2a160
Source noteuspto-grants-2015_03