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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1094118Generated: November 3, 2026

Butanoic acid, 4-chloro-4-oxo-, ethyl ester → HCID 57426203, compound

https://huagongshe.com/reaction/1094118

Reaction equation

Participants

RoleNameHCIDCharge
ReactantButanoic acid, 4-chloro-4-oxo-, ethyl esterHCID 84648—
Reactant4-Nitro-1H-indoleHCID 145766—
ReactantDimethylalumanylium chlorideHCID 16686359—
SolventDichloromethaneHCID 6344—
ProductHCID 57426203HCID 57426203—

Reaction Steps

To a stirred solution of 4-nitroindole (2.00 g, 12.3 mmol) in CH2Cl2 (60 mL) at 0° C. was added dimethylaluminum chloride (1 M in hexanes, 14.8 mL, 14.8 mmol) and the mixture was stirred for 30 min. Ethyl 4-chloro-4-oxobutyrate (2.44 g, 14.8 mmol) was added dropwise and the resulting mixture was allowed to warm slowly to ambient temperature and stirred for 18 h. The reaction mixture was carefully quenched with 10% aqueous citric acid (150 mL) and extracted with CH2Cl2 (3×150 mL).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08133891B2
Source datasetuspto-grants-2012_03
ORD IDord-780da1b8b73a4ffbb636ae612279175d
Source noteuspto-grants-2012_03