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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1066918Generated: October 31, 2026

1,2-Dichloroethane → 3-[1-(2-Methoxyphenyl)-cyclopropyl]-2-oxo-propionic acid

https://huagongshe.com/reaction/1066918

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant(2-Methoxyphenyl)acetonitrileHCID 81496—
Reactant3-(1-Phenyl-cyclobutyl)-2-oxopropionic acidHCID 18551262—
SolventTetrahydrofuranHCID 8028—
SolventHexamethylphosphoramideHCID 12679—
Product3-[1-(2-Methoxyphenyl)-cyclopropyl]-2-oxo-propionic acidHCID 18551214—

Reaction Steps

Corresponding to J. Org. Chem. 40 (1975) 3497, 16.7 g of 2-methoxyphenylacetonitrile, 158 ml of lithium triisopropyl-amide (2 mol solution) and 46.7 ml of 1,2-dichloroethane in 96 ml of tetrahydrofuran and 58.6 ml of hexamethylphosphoric acid triamide are reacted with one another. 5.6 g of 1-(2-methoxy-phenyl)-cyclopropyl-carbonitrile, boiling point 104-115° C./0.1 mbar, which was also reacted as described for 3-(1-phenyl-cyclobutyl)-2-oxo-propionic acid, is obtained. 3-[1-(2-Methoxyphenyl)-cyclopropyl]-2-oxo-propionic acid is thus obtained as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06245804B1
Source datasetuspto-grants-2001_06
ORD IDord-2a9e5ce787df4339bc3b2c836c977821
Source noteuspto-grants-2001_06