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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1018830Generated: October 25, 2026

Acetonitrile → (R)-3-Cyclohexyl-2-(1-oxoisoindolin-2-yl)propanoic acid

https://huagongshe.com/reaction/1018830

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
Reactant(R)-2-Amino-3-cyclohexylpropanoic acid hydrochlorideHCID 56777007—
Product(R)-3-Cyclohexyl-2-(1-oxoisoindolin-2-yl)propanoic acidHCID 147712063%

Reaction Steps

A mixture of (R)-(+)-α-aminocyclohexanepropionic acid hydrochloride (2.69 g; 15.7 mmol) and phthalic dicarboxaldehyde (2.50 g; 14.6 mmol) in acetonitrile (60 mL) was refluxed for 42 h under nitrogen. The mixture was allowed to cool to room temperature and further cooled to 0° C. The solid was filtered off and washed once with cold acetonitrile to give 2.65 g (63%) of (R)-3-Cyclohexyl-2-(1-oxo-1,3-dihydro-isoindol-2-yl)-propionic acid as a white solid: EI-HRMS m/e calcd for C17H21NO3 (M+) 287.1521, found 287.1523.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06482951B2
Source datasetuspto-grants-2002_11
ORD IDord-737d911fb49b4d2599d44c4c7ee0aaa1
Source noteuspto-grants-2002_11