HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → (R)-3-Cyclohexyl-2-(1-oxoisoindolin-2-yl)propanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | (R)-2-Amino-3-cyclohexylpropanoic acid hydrochloride | HCID 56777007 | — |
| Product | (R)-3-Cyclohexyl-2-(1-oxoisoindolin-2-yl)propanoic acid | HCID 1477120 | 63% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06482951B2 |
| Source dataset | uspto-grants-2002_11 |
| ORD ID | ord-737d911fb49b4d2599d44c4c7ee0aaa1 |
| Source note | uspto-grants-2002_11 |